Methylamine → N-(2,6-Diethylphenyl)-1-methyl-8-{[1-(N-methyl-beta-alanyl)piperidin-4-yl]amino}-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide

HRID 81960

반응식

HRID 81960 반응식
[C:1]([N:5]1[CH2:10][CH2:9][CH:8]([NH:11][C:12]2[N:21]=[CH:20][C:19]3[CH2:18][CH2:17][C:16]4[C:22]([C:26]([NH:28][C:29]5[C:34]([CH2:35][CH3:36])=[CH:33][CH:32]=[CH:31][C:30]=5[CH2:37][CH3:38])=[O:27])=[N:23][N:24]([CH3:25])[C:15]=4[C:14]=3[N:13]=2)[CH2:7][CH2:6]1)(=[O:4])[CH:2]=[CH2:3].[CH3:39][NH2:40]>O1CCCC1.ClCCl.CO.[OH-].[NH4+]>[CH2:37]([C:30]1[CH:31]=[CH:32][CH:33]=[C:34]([CH2:35][CH3:36])[C:29]=1[NH:28][C:26]([C:22]1[C:16]2[CH2:17][CH2:18][C:19]3[CH:20]=[N:21][C:12]([NH:11][CH:8]4[CH2:7][CH2:6][N:5]([C:1](=[O:4])[CH2:2][CH2:3][NH:40][CH3:39])[CH2:10][CH2:9]4)=[N:13][C:14]=3[C:15]=2[N:24]([CH3:25])[N:23]=1)=[O:27])[CH3:38]

참가 물질

6

반응물 2

HCID 6329MethylamineHCID 445559728-[(1-Acryloylpiperidin-4-yl)amino]-N-(2,6-diethylphenyl)-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide

생성물 1

HCID 67075688N-(2,6-Diethylphenyl)-1-methyl-8-{[1-(N-methyl-beta-alanyl)piperidin-4-yl]amino}-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide수율 77%

시약·촉매·용매 3

HCID 8028Tetrahydrofuran용매HCID 14923Ammonium Hydroxide용매HCID 21226129Dichloromethane methanol용매

반응 조건

온도
60 °C

실험 절차

To a solution 8-[(1-acryloylpiperidin-4-yl)amino]-N-(2,6-diethylphenyl)-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide (30 mg, 0.058 mmol) in tetrahydrofurane (1 mL) in a sealed tube, methylamine (2M in tetrahydrofurane) (0.3 mL) was added. The mixture was then heated at 60° C. for 2 h. Solvent evaporated to dryness and the crude solid was purified by flash chromatography on silica gel (eluant: dichloromethane/methanol/30% ammonium hydroxide: 8/2/0.2) to 27 mg of the title compound (77% yield).

후처리

  1. customSolvent evaporated to dryness

출처 및 근거

ORD 기록
ord-96b81676cf56401caecc340ebc3b17df
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846701B2

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