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

HRID 1946672

反応式

HRID 1946672 の反応式
[Cl:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]([C:8](Cl)=[O:9])[CH:3]=1.ClC1N=CN=C(C(NC2C=CC(O)=CC=2)=O)C=1.[NH2:28][C:29]1[CH:30]=[C:31]2[C:35](=[CH:36][CH:37]=1)[NH:34][N:33]=[CH:32]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:28][C:29]2[CH:30]=[C:31]3[C:35](=[CH:36][CH:37]=2)[NH:34][N:33]=[CH:32]3)=[O:9])[CH:3]=1

参加物

7

反応物 4

HCID 81531DiisopropylethylamineHCID 880121H-Indazol-5-amineHCID 184220986-Chloropyrimidine-4-carbonyl chlorideHCID 594468766-chloro-N-(4-hydroxyphenyl)pyrimidine-4-carboxamide

生成物 1

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

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-d28216013b0a4c008eef597759c5c7f0
出典データセット
uspto-grants-2013_03
特許番号
US08399448B2

関連ノート

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