Category: 102169-44-8

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 102169-44-8, name is 4-Bromo-5-methylbenzene-1,2-diamine, This compound has unique chemical properties. The synthetic route is as follows., category: bromides-buliding-blocks

4-bromo-5-fluorobenzene-1,2-diamine (500 mg, 2.44 mmol), 1-(cyclopropylmethyl)-4-(4, 4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (see Intermediate 01-06; 1.21 g, 4.88 mmol), an aq. solution of sodium carbonate (3.0 ml, 2.0 M, 6.1 mmol) and 1 ,1 ‘-bis(diphenylphosphino)ferrocene-palladium(ll)dichloride dichloromethane complex (49.8 mg, 61.0 _) were stirred in THF (1 1 ml) overnight at 60C. The mixture was diluted with water and extracted three times with dichloromethane. The combined organic phases were dried over a silicone filter and concentrated under reduced pressure. The crude mixture was purified by flash chromatography on silica gel to give 350 mg (90 % purity, 52 % yield) of the title compound. LC-MS (Method 2): Rt = 0.84 min; MS (ESIpos): m/z = 247 [M+H]+ 1H-NMR (400MHz, DMSO-d6): _ [ppm]= 0.32 – 0.39 (m, 2H), 0.49 – 0.56 (m, 2H), 1.24 (s, 1H), 3.96 (d, 2H), 4.26 – 4.38 (m, 2H), 4.76 (s, 2H), 6.35 (d, 1H), 6.71 (d, 1H), 7.57 (dd, 1H), 7.84 (dd, 1H).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 102169-44-8.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; LEFRANC, Julien; MENGEL, Anne; SCHULZE, Volker; CHRIST, Clara; PRINZ, Florian; WENGNER, Antje, Margret; STOeCKIGT, Detlef; BOeMER, Ulf; BADER, Benjamin; (288 pag.)WO2017/207534; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 102169-44-8, name is 4-Bromo-5-methylbenzene-1,2-diamine, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 4-Bromo-5-methylbenzene-1,2-diamine

4-bromo-5-methylbenzene-1,2-diamine (5 · 0 g, 23.6 mmol) and Isobutyraldehyde (2.13, 28.4 mmol) was dissolved in 75 ml of ethanol and cobalthydroxide (220 mg, 2.4 mmol) blended. The reaction mixture was stirred overnight, opened the lid, filtered and concentrated under reduced pressure to dryness. The residue was by chromatography through silica gel (Biotage Isolera, SNAP 340 g, eluent: hexane / ethyl acetate 7/3) to be purified. This produced 1.8 g (30% of the theoretical value) subject compound.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 102169-44-8.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; ROEHN, ULRIKE; ELLERMANN, MANUEL; STRASSBURGER, JULIA; WENDT, ASTRID; ROEHRIG, SUSANNE; WEBSTER, ROBERTALAN; SCHMIDT, MARTINAVICTORIA; TERSTEEGEN, ADRIAN; BEYER, KRISTIN; SCHAEFER, MARTINA; BUCHMUELLER, ANJA; GERDES, CHRISTOPH; SPERZEL, MICHAEL; SANDMANN, STEFFEN; HEITMEIER, STEFAN; HILLISCH, ALEXANDER; ACKERSTAFF, JENS; TERJUNG, CARSTEN; (148 pag.)TW2016/5809; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 102169-44-8, A common heterocyclic compound, 102169-44-8, name is 4-Bromo-5-methylbenzene-1,2-diamine, molecular formula is C7H9BrN2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

4-bromo-5-methylbenzene-1,2-diamine (0.5 g, 2.3 mmol) and cyclopropanecarboxaldehyde (207 mg, 18 mmol) was dissolved in 7.5 ml of ethanol and cobalthydroxide (22 mg, 0.24 mmol) blended. The reaction mixture was stirred overnight, opened the lid, filtered and concentrated under reduced pressure to dryness. The residue was By chromatography were purified (2chiLabomatic HD-3000 spring via HPLC, Labomatic AS-3000> Knauer DAD 2600 5 Labomatic Labcol Vario 4000 Plus Chromatorex C18 10 micron 125 mm chi 30 mm +250 mm chi 50.8 mm; eluent A: water volume +0.2 /. Ammonia (32%), Eluent B: methanol, gradient: 0-12 min 70-100% B; flow rate: 100 ml / min). 184 mg (31% of the theoretical value) of this compound to produce the subject.

The synthetic route of 102169-44-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; ROEHN, ULRIKE; ELLERMANN, MANUEL; STRASSBURGER, JULIA; WENDT, ASTRID; ROEHRIG, SUSANNE; WEBSTER, ROBERTALAN; SCHMIDT, MARTINAVICTORIA; TERSTEEGEN, ADRIAN; BEYER, KRISTIN; SCHAEFER, MARTINA; BUCHMUELLER, ANJA; GERDES, CHRISTOPH; SPERZEL, MICHAEL; SANDMANN, STEFFEN; HEITMEIER, STEFAN; HILLISCH, ALEXANDER; ACKERSTAFF, JENS; TERJUNG, CARSTEN; (148 pag.)TW2016/5809; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 102169-44-8,Some common heterocyclic compound, 102169-44-8, name is 4-Bromo-5-methylbenzene-1,2-diamine, molecular formula is C7H9BrN2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

B. 6-Bromo-1,4-diethyl-7-methyl-1,4-dihydro-quinoxaline-2,3-dione (Compound 24B); Compound 24A (160 mg) in 1 mL of diethyl oxalate was heated in microwave at 140 C. for 30 min. Reaction was then cooled to rt, diluted with hexanes and resulting dark brown solid (164 mg, 81%) was collected by filtration. Solution of above intermediate (164 mg, 1 eq.) and ethyl iodide (0.52 mL, 10 eq.) in 3 mL of anhydrous DMSO was cooled on ice and crushed into powder KOH (144 mg, 4.0 eq.) was added slowly. Reaction was stirred on ice for 1 hour and at rt for another hour. Reaction was then partitioned between CH2Cl2 and water. The organic layer was separated, dried over Na2SO4, filtered and the solvent was removed in vacuo. Crude was purified by column chromatography (40:60 hexane/EtOAc) to obtain 157 mg (78 %) of product. MS (electrospray): mass calculated for C13H15BrN2O2, 311.17; m/z found 312.2, [M+H]+.

The synthetic route of 102169-44-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Lagu, Bharat; Lebedev, Rimma; Pio, Barbara; US2007/78129; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

102169-44-8, name is 4-Bromo-5-methylbenzene-1,2-diamine, belongs to bromides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Quality Control of 4-Bromo-5-methylbenzene-1,2-diamine

A mixture of (rac)-1-{[2,2-difluorocyclopropyl]methyl}-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole and (1 .50 g), 4-bromo-5-fluorobenzene-1,2-diamine (833 mg), bis(triphenylphosphine)palladium(ll)chloride (143 mg), triphenylphosphine (53 mg) and potassium carbonate solution (2 M in water, 6.1 mL) were dissolved in 39 mL 1-propanol. This mixture was stirred at 120 C for 2 hours. The reaction mixture was concentrated under reduced pressure. The residue was diluted with water and dichloromethane/lsopropanol (7:3). The layers were separated and the aqueous layer was extracted with dichloromethane/lsopropanol twice. The combined organic layers were concentrated under reduced pressure. The crude product was purified by flash chromatography to provide the target compound: 850 mg, 85% purity. LC-MS (Method 2): Rt = 0.87 min; MS (ESIpos): m/z = 283 [M+H]+ 1H-NMR (400MHz, DMSO-d6): _ [ppm]= 1 .42 – 1 .57 (m, 1H), 1 .60 – 1 .78 (m, 1H), 2.14 – 2.31 (m, 1H), 4.24 (br d, 2H), 4.28 – 4.45 (m, 2H), 4.79 (s, 2H), 6.36 (d, 1H), 6.71 (d, 1H), 7.59 -7.68 (m, 1H), 7.86 (d, 1H).

The synthetic route of 102169-44-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; LEFRANC, Julien; MENGEL, Anne; SCHULZE, Volker; CHRIST, Clara; PRINZ, Florian; WENGNER, Antje, Margret; STOeCKIGT, Detlef; BOeMER, Ulf; BADER, Benjamin; (288 pag.)WO2017/207534; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary