Maleic Acid → 1-[1-(1-methyl-4-piperidyl)tetrahydro-1H-3-pyrrolyl]-3-(4-phenoxyphenyl)-1H-pyrazolo [3,4-d]pyrimidin-4-amine, trimaleate salt

HRID 432293ノート

反応式

HRID 432293 の反応式
[CH3:1][N:2]1[CH2:7][CH2:6][CH:5]([N:8]2[CH2:12][CH2:11][CH:10]([N:13]3[C:17]4=[N:18][CH:19]=[N:20][C:21]([NH2:22])=[C:16]4[C:15]([C:23]4[CH:28]=[CH:27][C:26]([O:29][C:30]5[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=5)=[CH:25][CH:24]=4)=[N:14]3)[CH2:9]2)[CH2:4][CH2:3]1.[C:36]([OH:43])(=[O:42])/[CH:37]=[CH:38]\[C:39]([OH:41])=[O:40]>C(OCC)(=O)C>[C:36]([OH:43])(=[O:42])/[CH:37]=[CH:38]\[C:39]([OH:41])=[O:40].[C:36]([OH:43])(=[O:42])/[CH:37]=[CH:38]\[C:39]([OH:41])=[O:40].[C:36]([OH:43])(=[O:42])/[CH:37]=[CH:38]\[C:39]([OH:41])=[O:40].[CH3:1][N:2]1[CH2:7][CH2:6][CH:5]([N:8]2[CH2:12][CH2:11][CH:10]([N:13]3[C:17]4=[N:18][CH:19]=[N:20][C:21]([NH2:22])=[C:16]4[C:15]([C:23]4[CH:28]=[CH:27][C:26]([O:29][C:30]5[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=5)=[CH:25][CH:24]=4)=[N:14]3)[CH2:9]2)[CH2:4][CH2:3]1

参加物

4

反応物 2

HCID 444266Maleic AcidHCID 223470641-[1-(1-methyl-4-piperidyl)tetrahydro-1H-3-pyrrolyl]-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

生成物 1

HCID 1317242451-[1-(1-methyl-4-piperidyl)tetrahydro-1H-3-pyrrolyl]-3-(4-phenoxyphenyl)-1H-pyrazolo [3,4-d]pyrimidin-4-amine, trimaleate salt収率 90%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒2 回

実験手順

1-[1-(1-Methyl-4-piperidyl)tetrahydro-1H-3-pyrrolyl]-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (148 mg, 0.315 mmol) was dissolved in hot ethyl acetate (20 mL) and maleic acid (110 mg, 0.946 mmol) in hot ethyl acetate (1 mL) was added. The reaction mixture was stirred at room temperature for 5 hours. The solid was collected by filtration to give 1-[1-(1-methyl-4-piperidyl)tetrahydro-1H-3-pyrrolyl]-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine, trimaleate salt (230 mg, 90%). 1H NMR (DMSO-d6) δ 1.81 (m, 2H), 2.27 (m, 2H), 2.78 (s, 3H), 2.97-3.84 (bm, 1H), 5.63 (m, 1H), 6.12 (s, 6H), 7.17 (m, 5H), 7.45 (m, 2H), 7.68 (m, 2H), 8.29 (s, 1H). LCMS (Micromass-Column: Pecosphere, C18, 3 um, 33×4.6 mm. Eluents: 0% B/A to 100% B/A in 4.5 min. (B: acetonitrile, A: 50 mM ammonia acetate buffer, PH 4.5), 3.5 mL/min.): MH+ =470.4, Rt=2.01.

後処理

  1. filtrationThe solid was collected by filtration

出典と根拠

ORDレコード
ord-a43fc5c89d1f48e49477111f70065828
出典データセット
uspto-grants-2003_12
特許番号
US06660744B1

反応ノート

読み込み中…