1,1'-Carbonyldiimidazole → N-cyclopropyl-4-[6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrimidin-3-yl]benzamide

HRID 1255870ノート

反応式

HRID 1255870 の反応式
[CH3:1][N:2]1[CH:6]=[C:5]([C:7]2[CH:8]=[N:9][C:10]3[N:11]([N:13]=[CH:14][C:15]=3[C:16]3[CH:24]=[CH:23][C:19]([C:20]([OH:22])=O)=[CH:18][CH:17]=3)[CH:12]=2)[CH:4]=[N:3]1.C1N=CN(C(N2C=NC=C2)=O)C=1.C1C=C[C:40]2N(O)N=[N:43][C:41]=2[CH:42]=1.C1(N)CC1>CN(C=O)C>[CH:41]1([NH:43][C:20](=[O:22])[C:19]2[CH:23]=[CH:24][C:16]([C:15]3[CH:14]=[N:13][N:11]4[CH:12]=[C:7]([C:5]5[CH:4]=[N:3][N:2]([CH3:1])[CH:6]=5)[CH:8]=[N:9][C:10]=34)=[CH:17][CH:18]=2)[CH2:42][CH2:40]1

参加物

6

反応物 4

HCID 682631,1'-CarbonyldiimidazoleHCID 69828CyclopropylamineHCID 757711-HydroxybenzotriazoleHCID 687753784-[6-(1-Methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrimidin-3-yl]benzoic acid

生成物 1

HCID 59603904N-cyclopropyl-4-[6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrimidin-3-yl]benzamide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
120 °C

実験手順

4-[6-(1-Methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrimidin-3-yl]benzoic acid (50 mg, 0.16 mmol) was dissolved in DMF (2 mL). Resin bound CDI (288 mg, 0.4 mmol), HOBT (26 mg, 0.17 mmol), and cyclopropylamine (20 mg, 0.32 mmol) was added. The reaction was sealed and heated in the microwave at 120° C. for 20 minutes. The reaction was cooled to ambient temperature, filtered and purified by reverse phase chromatography to give N-cyclopropyl-4-[6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrimidin-3-yl]benzamide as a yellow solid: LC/MS [M+H]=359.0.

後処理

  1. additionwas added
  2. customThe reaction was sealed
  3. temperatureThe reaction was cooled to ambient temperature
  4. filtrationfiltered
  5. custompurified by reverse phase chromatography

出典と根拠

ORDレコード
ord-12e3b6ad07d540a78e85673b3ad3029c
出典データセット
uspto-grants-2013_06
特許番号
US08461162B2

反応ノート

読み込み中…