Diisopropylethylamine → 6-chloro-N-1H-indazol-5-ylpyrimidine-4-carboxamide

HRID 1746654

반응식

HRID 1746654 반응식
[Cl:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]([C:8](Cl)=[O:9])[CH:3]=1.[NH2:11][C:12]1[CH:13]=[C:14]2[C:18](=[CH:19][CH:20]=1)[NH:17][N:16]=[CH:15]2.CCN(C(C)C)C(C)C>C(Cl)Cl.CN(C=O)C>[Cl:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]([C:8]([NH:11][C:12]2[CH:13]=[C:14]3[C:18](=[CH:19][CH:20]=2)[NH:17][N:16]=[CH:15]3)=[O:9])[CH:3]=1

참가 물질

6

반응물 3

HCID 81531DiisopropylethylamineHCID 880121H-Indazol-5-amineHCID 184220986-Chloropyrimidine-4-carbonyl chloride

생성물 1

HCID 594468806-chloro-N-1H-indazol-5-ylpyrimidine-4-carboxamide

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 6344Dichloromethane용매

실험 절차

To a cooled (0° C.) solution of 6-chloropyrimidine-4-carbonyl chloride in DCM (60 mL), obtained as described above for Intermediate 7, step 1 (798 mg; 4.51 mmol) was added dropwise, during a period of 30 minutes, a solution of 5-aminoindazole (Aldrich, 500 mg; 3.76 mmol) and DIEA (1.29 ml; 7.51 mmol) in dry DMF (5 mL). At the end of addition the reaction mixture was concentrated in vacuo, diluted with water and extracted with EtOAc. A white precipitate separated from the organic phase. It was filtered and dried in vacuo to afford the title compound as a beige solid.

후처리

  1. customobtained
  2. additionwas added dropwise, during a period of 30 minutes
  3. additionAt the end of addition the reaction mixture
  4. concentrationwas concentrated in vacuo
  5. additiondiluted with water
  6. extractionextracted with EtOAc
  7. customA white precipitate separated from the organic phase
  8. filtrationIt was filtered
  9. customdried in vacuo

출처 및 근거

ORD 기록
ord-9299dea1d4314d078823caf4327972eb
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09150519B2

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