Category: 1257535-06-0

These common heterocyclic compound, 1257535-06-0, name is 3-Bromo-4-fluorobenzene-1,2-diamine, 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. Computed Properties of C6H6BrFN2

A 500 mL round-bottomed flask charged with 3-bromo-4-fluorobenzene-l,2-diamine (18 g, 88 mmol), DMF (100 mL), ethyl 2-bromopropionate (Sigma Aldrich, 1 1.54 mL, 89 mmol) and NaHC03, powder (7.60 g, 90 mmol) was heated to 90 C with a reflux condenser for 30 min, then at 120 C for 15 h. The reaction was cooled to RT, treated with brine and extracted with EtOAc (2 x 200 mL), washed with brine (3 x) and dried over Na2S04, filtered and concentrated affording crude 8-bromo-7-fluoro-3-methyl-3,4- dihydroquinoxalin-2(lH)-one (21.75 g, 84 mmol, 96 % yield) as an orange-brown viscous oil. The material was used in the subsequent step without further purification: FontWeight=”Bold” FontSize=”10″ H NMR (400 MHz, DMSO-d6) delta ppm 9.67 (s, 1 H) 6.78 – 6.89 (m, 1 H) 6.48 – 6.78 (m, 1 H) 6.07 – 6.35 (m, 1 H) 1.25 (d, J=6.46 Hz, 3 H). 19F NMR (377 MHz, DMSO-d6) delta ppm -120.49 (1 F, s). m/z (ESI, +ve ion) 259.0/261.0 (M+H)+.

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

Reference:
Patent; AMGEN INC.; CEE, Victor J.; BROWN, James; CHAVEZ JR., Frank; CHEN, Jian J.; HERBERICH, Bradley J.; HARRINGTON, Essa Hu; LANMAN, Brian Alan; LEE, Matthew; PETTUS, Liping H.; REED, Anthony B.; TASKER, Andrew; WANG, Hui-Ling; WU, Bin; WURZ, Ryan; WO2014/22752; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 1257535-06-0, These common heterocyclic compound, 1257535-06-0, name is 3-Bromo-4-fluorobenzene-1,2-diamine, 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.

To a stirred solution of compound XXIIb (8.0 g, 0.038 mmol) in dry DMF (800 mL) under nitrogen atmosphere at room temperature were added sodium bicarbonate (3.3 g, 0.0397 mmol) and ethyl bromoacetate (4.49 mL, 0.0397 mmol) successively. The resulting mixture was stirred at 90 C for 30 minutes and 120 C for 5 h. After that, the reaction mixture was diluted with water and extracted with ethyl acetate (2 x 400 mL). The combined organic phase was washed with brine, dried over sodium sulphate and concentrated in vacuo. The obtained crude product was purified by column chromatography using silica gel (230-400 mesh, 30% EtOAc in petroleum ether) to get compound XXIIc as a brown solid. Yield: 6.0 g, 63.69%; LC-MS: Calc. for C8H6BrFN20 245.05; Obs.: 243 [M-H]; 1H NMR (400 MHz, DMSO-d6): delta 9.72 (s, 1H), 6.82 (t, J = 8.68 Hz, 1H), 6.69-6.71 (m, 1H), 6.18 (s, 1H), 3.69 (s, 2H).

Statistics shows that 3-Bromo-4-fluorobenzene-1,2-diamine is playing an increasingly important role. we look forward to future research findings about 1257535-06-0.

Reference:
Patent; BUGWORKS RESEARCH INDIA PVT LTD; PEER MOHAMED, Shahul Hameed; BHARATHAM, Nagakumar; KATAGIHALLIMATH, Nainesh; SHARMA, Sreevalli; NANDISHAIAH, Radha; RAMACHANDRAN, Vasanthi; VENKATARAMAN, Balasubramanian; (221 pag.)WO2018/225097; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary