Sodium hydride → 1-((8-Chloro-2-(2-trifluoromethylphenyl)quinolin-3-yl)methyl)-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine

HRID 2074499ノート

反応式

HRID 2074499 の反応式
[Cl:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[C:9]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[C:18]([F:21])([F:20])[F:19])[C:8]([CH2:22]Cl)=[CH:7]2.[H-].[Na+].[I:26][C:27]1[C:35]2[C:30](=[N:31][CH:32]=[N:33][C:34]=2[NH2:36])[NH:29][N:28]=1>CN(C=O)C>[Cl:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[C:9]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[C:18]([F:19])([F:21])[F:20])[C:8]([CH2:22][N:29]1[C:30]3=[N:31][CH:32]=[N:33][C:34]([NH2:36])=[C:35]3[C:27]([I:26])=[N:28]1)=[CH:7]2

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 575561498-Chloro-3-(chloromethyl)-2-(2-trifluoromethylphenyl)quinolineHCID 178508725HCID 178508725、化合物

生成物 1

HCID 575561761-((8-Chloro-2-(2-trifluoromethylphenyl)quinolin-3-yl)methyl)-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

Prepared according to Procedure I using 8-chloro-3-(chloromethyl)-2-(2-trifluoromethylphenyl)quinoline (0.356 g, 1.0 mmol), NaH (0.044 g 60% in oil, 1.1 mmol, 1.1 eq) and 3-iodo-1H-pyrazolo{3,4-d}pyrimidin-4-amine (0.287 g, 1.1 mmol, 1.1 eq) in 5 mL DMF. 1-((8-Chloro-2-(2-trifluoromethylphenyl)quinolin-3-yl)methyl)-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine [PI3Kδ IC50=7 nM] was obtained after purification as a white solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 8.40 (1 H, s), 8.08 (1 H, d, J=8.2 Hz), 7.96-8.03 (2 H, m), 7.74-7.84 (1 H, m), 7.56-7.70 (3 H, m), 7.26-7.37 (1 H, m), 5.47 (2 H, s) Mass Spectrum (ESI) m/e=580.9 and 583.0 (M+1)

後処理

  1. customPrepared

出典と根拠

ORDレコード
ord-9fec8b5d357547698e6781173f32ec1c
出典データセット
uspto-grants-2011_04
特許番号
US07919498B2

反応ノート

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