Acetic Acid → 2-Amino-5-bromo-3-fluoro-N-methyl-benzamide

HRID 1041438노트

반응식

HRID 1041438 반응식
[NH2:1][C:2]1[C:11]([F:12])=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]([NH:6][CH3:7])=[O:5].C(O)(=O)C.[Br:17]Br>>[NH2:1][C:2]1[C:11]([F:12])=[CH:10][C:9]([Br:17])=[CH:8][C:3]=1[C:4]([NH:6][CH3:7])=[O:5]

참가 물질

4

반응물 3

HCID 176Acetic AcidHCID 24408BromineHCID 272815042-Amino-3-fluoro-n-methylbenzamide

생성물 1

HCID 672637462-Amino-5-bromo-3-fluoro-N-methyl-benzamide

실험 절차

2-Amino-3-fluoro-N-methyl-benzamide (10.0 g, 59.5 mmol) was dissolved in acetic acid (100 mL, 176 mmol) and bromine (3.22 mL, 62.4 mmol) was added. The reaction was stirred at room temperature for 20 minutes and the precipitate was then collected by filtration and washed with ethyl ether. The white solid was dried overnight under high vacuum at 50° C. to obtain 2-amino-5-bromo-3-fluoro-N-methyl-benzamide; hydrobromide as a white solid (16.8 g, 86%). LCMS (m/e) 216 (M-NHCH3); 1H-NMR (d6-DMSO, 400 MHz) δ 8.49-8.38 (m, 1H), 7.83-7.46 (m, 3H), 7.54 (s, 1H), 7.43 (d, 1H, J=10.89 Hz), 2.72 (d, 3H, J=4.2 Hz); 19F-NMR (d6-DMSO, 400 MHz) δ 131.

후처리

  1. filtrationthe precipitate was then collected by filtration
  2. washwashed with ethyl ether
  3. customThe white solid was dried overnight under high vacuum at 50° C.

출처 및 근거

ORD 기록
ord-17876468463145949e96dcec8c5f0a15
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08552186B2

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