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

HRID 1948837노트

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HRID 1948837 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
110 °C

실험 절차

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%.

후처리

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

출처 및 근거

ORD 기록
ord-86ad13a40015422799eb249c7800c0e3
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08399668B2

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