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

HRID 78557

反応式

HRID 78557 の反応式
[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

参加物

8

反応物 4

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

生成物 1

HCID 529371483-amino-6-bromo-N-phenylpyrazine-2-carboxamide収率 74.4%

試薬・触媒・溶媒 3

HCID 142844-(Dimethylamino)pyridine触媒HCID 679Dimethyl Sulfoxide溶媒HCID 962Water溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-5fed8c8601554ad38411a17b244187ee
出典データセット
uspto-grants-2014_09
特許番号
US08841308B2

関連ノート

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