Aniline → 3-amino-6-bromo-N-phenylpyrazine-2-carboxamide

HRID 78557

반응식

HRID 78557 반응식
[NH2:1][C:2]1[C:3]([C:9]([OH:11])=O)=[N:4][C:5]([Br:8])=[CH:6][N:7]=1.C(N1C=CN=C1)(N1C=CN=C1)=O.CCN(C(C)C)C(C)C.[NH2:33][C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1>CN(C1C=CN=CC=1)C.CS(C)=O.O>[NH2:1][C:2]1[C:3]([C:9]([NH:33][C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)=[O:11])=[N:4][C:5]([Br:8])=[CH:6][N:7]=1

참가 물질

8

반응물 4

HCID 6115AnilineHCID 682631,1'-CarbonyldiimidazoleHCID 81531DiisopropylethylamineHCID 185216003-Amino-6-bromopyrazine-2-carboxylic acid

생성물 1

HCID 529371483-amino-6-bromo-N-phenylpyrazine-2-carboxamide수율 74.4%

시약·촉매·용매 3

HCID 142844-(Dimethylamino)pyridine촉매HCID 679Dimethyl Sulfoxide용매HCID 962Water용매

실험 절차

A mixture of 3-amino-6-bromo-pyrazine-2-carboxylic acid (3.5 g, 16.05 mmol), 1,1′-carbonyldiimidazole (5.205 g, 32.10 mmol), DIPEA (2.282 g, 3.075 mL, 17.66 mmol) and DMAP (98.04 mg, 0.8025 mmol) were combined in DMSO (131.2 mL) and stirred for 30 min. Aniline (1.495 g, 1.463 mL, 16.05 mmol) was then added and the resulting solution stirred at RT for 18 hours. After this time water was added and the product collected by filtration to give a brown powder (3.5 g, 74% Yield).

후처리

  1. stirringthe resulting solution stirred at RT for 18 hours
  2. filtrationthe product collected by filtration

출처 및 근거

ORD 기록
ord-5fed8c8601554ad38411a17b244187ee
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08841308B2

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