Category: 167355-41-1

Related Products of 167355-41-1,Some common heterocyclic compound, 167355-41-1, name is 6-Bromo-1,2,3,4-tetrahydronaphthalen-2-amine, molecular formula is C10H12BrN, 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.

Di-tert-butyl dicarbonate (1.030 g, 4.719 mmol) was added to a stirred RT solution of 6-bromo-1,2,3,4-tetrahydro-naphthalen-2-ylamine (0.970 g, 4.290 mmol) in CH2Cl2 (100 mL). TEA (0.897 mL, 6.435 mmol) was added to the reaction and the mixture was stirred at RT until HPLC analysis showed complete consumption of starting material. The reaction was diluted with CH2Cl2, washed with saturated aqueous NaHCO3, dried over MgSO4 and concentrated in vacuo to afford the crude material. The crude was purified by flash column chromatography to yield the title compound. MS (APCI pos) 269 (M-t-Bu).

The synthetic route of 167355-41-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Amgen Inc.; Array Biopharma, Inc.; US2005/234044; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 167355-41-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 167355-41-1, name is 6-Bromo-1,2,3,4-tetrahydronaphthalen-2-amine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

DI-TERT-BUTYLDICARBONATE (575. 7 mg, 2. 64 mmol) in methylene chloride (5. 0 mL) is added in one portion to a solution of methylene chloride (7. 0 mL) at room temperature that contains (RAC)-6-BROMO-1, 2, 3, 4-tetrahydronaphthalen-2-ylamine (591. 6 mg, 2. 62 mmol) and triethylamine (1. 1 mL, 7. 89 MMOL). After stirring at room temperature for 19 h in air, the resulting amber solution is diluted with methylene chloride (25 mL), washed with a saturated aqueous solution of sodium chloride (2 x 50 mL), dried over magnesium sulfate, and evaporated to dryness under reduced pressure to give the title compound as a pale yellow solid. The purity of isolated 29 was >95%, as determined by 1H NMR spectroscopy, and was used without further purification. mp 107-108 C. H NMR (CDCl3) : No.1. 45 (s, 9H, C (CH3) 3), 1. 70 (m, 1H, H-3), 2. 04 (m, 1H, H-3), 2. 55 (dd, J= 16. 5 Hz, 8. 5 Hz, 1H, H-1), 2. 84 (pseudo t, J= 6. 5 Hz, 2H, H-4), 3. 05 (dd, J= 16. 5 Hz, 5. 0 Hz, 1H, H-1), 3. 94 (br, 1H, H-2), 4. 58 (br, 1H, NH), 6. 91 (d, J= 8. 0 Hz, 1H, H-8), 7. 22 (m, 2H, overlapping H-5 and H- 7). 13C NMR (CDCl3) : No.27. 1 (CH2, C-4), 28. 4 (C (CH3) 3), 28. 7 (CH2, C-3), 35. 6 (CH2, C-1), 46. 0 (CH, C-2), 79. 4 (C (CH3) 3), 119. 6 (C-Br, C-6), 128. 9 (CH, C-7), 131. 0 (CH, C-8), 131. 5 (CH, C-5), 133. 3 (C-8a), 137. 8 (C-4a), 155. 3 (NHCO2). LCMS m/z calcd. for C15H2OBRN02 ([M] +) 325 ; found 311 ([M – C4H7 + CH3CN] +, 22%), 270 ( [M-C4H7] +, 81%), 267 ( [M- C5H702 + CH3CN] +, 43%), 226 ([M-C5H702] +, 100%), 209 ([M – C5H10NO2]+, 94%).

The synthetic route of 6-Bromo-1,2,3,4-tetrahydronaphthalen-2-amine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WO2005/19228; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

167355-41-1, name is 6-Bromo-1,2,3,4-tetrahydronaphthalen-2-amine, 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. Recommanded Product: 6-Bromo-1,2,3,4-tetrahydronaphthalen-2-amine

A solution of 6-bromo-1,2,3,4-tetrahydronaphthalen-2-amine (1.8 g, 7.96 mmol), benzyl chloroformate (1.6 g, 9.55 mmol), and Cs2CO3 (3 g, 21.71 mmol) in THF (20 mL) and water (20 mL) was stirred at 60 C overnight. After cooling to room temperature, the reaction mixture was extracted with EtOAc (30 mL x 3). The combined organic layer was dried over Na2SO4, filtered, and concentrated under vacuum. Purification by silica gel chromatography (eluting with gradient 1:100 to 1:3 EtOAc/pet. ether) afforded benzyl (6-bromo-1,2,3,4- tetrahydronaphthalen-2-yl)carbamate (Intermediate 8) as a solid. MS: (ESI, m/z): 360, 362 [M+H]t

The synthetic route of 167355-41-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FORMA THERAPEUTICS, INC.; ZABLOCKI, Mary-Margaret; GUERIN, David J.; NG, Pui Yee; WANG, Zhongguo; SHELEKHIN, Tatiana; CARAVELLA, Justin; LI, Hongbin; IOANNIDIS, Stephanos; (518 pag.)WO2019/32863; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 167355-41-1,Some common heterocyclic compound, 167355-41-1, name is 6-Bromo-1,2,3,4-tetrahydronaphthalen-2-amine, molecular formula is C10H12BrN, 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.

Di-tert-butyl dicarbonate (1.030 g, 4.719 mmol) was added to a stirred RT solution of 6-bromo-1,2,3,4-tetrahydro-naphthalen-2-ylamine (0.970 g, 4.290 mmol) in CH2Cl2 (100 mL). TEA (0.897 mL, 6.435 mmol) was added to the reaction and the mixture was stirred at RT until HPLC analysis showed complete consumption of starting material. The reaction was diluted with CH2Cl2, washed with saturated aqueous NaHCO3, dried over MgSO4 and concentrated in vacuo to afford the crude material. The crude was purified by flash column chromatography to yield the title compound. MS (APCI pos) 269 (M-t-Bu).

The synthetic route of 167355-41-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Amgen Inc.; Array Biopharma, Inc.; US2005/234044; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 167355-41-1, The chemical industry reduces the impact on the environment during synthesis 167355-41-1, name is 6-Bromo-1,2,3,4-tetrahydronaphthalen-2-amine, I believe this compound will play a more active role in future production and life.

Di-tert-butyldicarbonate (575.7 mg, 2.64 mmol) in methylene chloride (5.0 mL) is added in one portion to a solution of methylene chloride (7.0 mL) at room temperature that contains (rac)- 6-Bromo-l,2,3,4-tetrahydronaphthalen-2-ylamine (591.6 mg, 2.62 mmol) and triethylamine (1.1 mL, 7.89 mmol). After stirring at room temperature for 19 h in air, the resulting amber solution is diluted with methylene chloride (25 mL), washed with a saturated aqueous solution of sodium chloride (2 x 50 mL), dried over magnesium sulfate, and evaporated to dryness under reduced pressure to give the title compound as a pale yellow solid. The purity of isolated 29 was >95%, as determined by 1H NMR spectroscopy, and was used without further purification, mp 107-108 EPO C. 1H NMR (CDCl3): delta 1.45 (s, 9H, C(CH3)3), 1.70 (m, IH, H-3), 2.04 (m, IH, H-3), 2.55 (dd, J= 16.5 Hz, 8.5 Hz, IH, H-I), 2.84 (pseudo t, J= 6.5 Hz, 2H, H-4), 3.05 (dd, J= 16.5 Hz, 5.0 Hz, IH, H-I), 3.94 (br, IH, H-2), 4.58 (br, IH, NH), 6.91 (d, J= 8.0 Hz, IH, H-8), 7.22 (m, 2H, overlapping H-5 and H-7). 13C NMR (CDCl3): 527.1 (CH2, C-4), 28.4 (C(CH3)3), 28.7 (CH2, C- 3), 35.6 (CH2, C-I), 46.0 (CH, C-2), 79.4 (C(CHa)3), H9.6 (C-Br, C-6), 128.9 (CH, C-7), 131.0 (CH, C-8), 131.5 (CH, C-5), 133.3 (C-8a), 137.8 (C-4a), 155.3 (NHCO2). LCMS mk calcd for C15H20BrNO2 ([M]+) 325; found 311 ([M – C4H7 + CH3CN]+, 22%), 270 ([M – C4H7]+, 81%), 267 ([M – C5H7O2 + CH3CN]+, 43%), 226 ([M – C5H7Oa]+, 100%), 209 ([M – C5H10NO2]4″, 94%).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 6-Bromo-1,2,3,4-tetrahydronaphthalen-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WO2006/89054; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary