Dimethylformamide → 1-Methyl-1H-imidazole-4-sulfonic Acid [4-(4-amino-pyrazolo[3,4-d]pyrimidin-1-yl)-phenyl]-amide

HRID 655855ノート

反応式

HRID 655855 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]3=[N:13][CH:14]=[N:15][C:16]([NH2:17])=[C:11]3[CH:10]=[N:9]2)=[CH:4][CH:3]=1.C[N:19]1C=CN=[C:20]1[S:24](Cl)(=[O:26])=[O:25].C(N(C(C)C)CC)(C)C.[CH3:37][N:38]([CH:40]=O)[CH3:39]>CO>[NH2:17][C:16]1[N:15]=[CH:14][N:13]=[C:12]2[N:8]([C:5]3[CH:6]=[CH:7][C:2]([NH:1][S:24]([C:20]4[N:19]=[CH:37][N:38]([CH3:39])[CH:40]=4)(=[O:26])=[O:25])=[CH:3][CH:4]=3)[N:9]=[CH:10][C:11]=12

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 81531DiisopropylethylamineHCID 116583831-Methyl-1H-imidazole-2-sulfonyl chlorideHCID 119959601-(4-Amino-phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine

生成物 1

HCID 119965511-Methyl-1H-imidazole-4-sulfonic Acid [4-(4-amino-pyrazolo[3,4-d]pyrimidin-1-yl)-phenyl]-amide収率 11%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Title compound 11A, 1-(4-amino-phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine (33 mg, 1.0 eq, 0.15 mmol), 1-methylimidazole sulphonylchloride (22 mg, 1.0 eq, 0.15 mmol) and diisopropylethylamine (23 μl, 0.9 eq, 0.13 mmol) were added to DMF (1 ml) and the mixture was stirred for 48 hours at room temperature under an inert atmosphere. Methanol was then added (1 ml) and the solvents were removed in vacuo. The resultant residue was purified column chromatography using DCM/MeOH (96:4) as eluen followed by trituration in methanol to yield the title compound as a white solid (6 mg, 0.03 mmol, 11%). LCMS: [M+H]+=371, Rt=1.33 min, 100% purity.

後処理

  1. customthe solvents were removed in vacuo
  2. customThe resultant residue was purified column chromatography

出典と根拠

ORDレコード
ord-ba642d489c804223a93dd2a4954d93bf
出典データセット
uspto-grants-2011_12
特許番号
US08071607B2

反応ノート

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