Water → 5-(2-Amino-pyrimidin-4-yl)-2-(2,4-dichloro-phenyl)-1h-pyrrole-3-carbonitrile

HRID 1948837ノート

反応式

HRID 1948837 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[NH:10][C:11]([C:16](=O)/[CH:17]=[CH:18]/N(C)C)=[CH:12][C:13]=1[C:14]#[N:15].C(=O)(O)O.[NH2:27][C:28]([NH2:30])=[NH:29].O>CN(C)C=O>[NH2:29][C:28]1[N:30]=[C:16]([C:11]2[NH:10][C:9]([C:3]3[CH:4]=[CH:5][C:6]([Cl:8])=[CH:7][C:2]=3[Cl:1])=[C:13]([C:14]#[N:15])[CH:12]=2)[CH:17]=[CH:18][N:27]=1

参加物

5

反応物 3

HCID 962WaterHCID 286947Carbonic acid-guanidine (1:1)2 回HCID 462215562-(2,4-Dichloro-phenyl)-5-((e)-3-dimethylamino-acryloyl)-1h-pyrrole-3-carbonitrile

生成物 1

HCID 442513475-(2-Amino-pyrimidin-4-yl)-2-(2,4-dichloro-phenyl)-1h-pyrrole-3-carbonitrile収率 83%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
110 °C

実験手順

To a suspension of 2-(2,4-dichloro-phenyl)-5-((E)-3-dimethylamino-acryloyl)-1H-pyrrole-3-carbonitrile (6.80 g, 20.35 mmol) in 82 mL of N,N-dimethylformamide was added guanidine carbonate (9.17 g, 101.75 mmol). The mixture was heated to 110° C. for 18 hours under efficient stirring. Then, a further amount of guanidine carbonate (1.83 g; 20.35 mmol) was added to the mixture and heating to 115° C. was prolonged for additional 22 hours. The resulting mixture was diluted by dropwise addition of 325 mL of water over 30 minutes. The solid was isolated by filtration, washed with 100 mL of water, dried in the air and, finally, in a vacuum oven at 60° C. affording 5.58 g of product as a light brown powder. Yield=83%.

後処理

  1. temperatureheating to 115° C.
  2. customThe solid was isolated by filtration
  3. washwashed with 100 mL of water
  4. customdried in the air

出典と根拠

ORDレコード
ord-86ad13a40015422799eb249c7800c0e3
出典データセット
uspto-grants-2013_03
特許番号
US08399668B2

反応ノート

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