HRID1526264

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID6228

Dimethylformamide

C3H7NO

HCID8083

Morpholine

C4H9NO

HCID81531

Diisopropylethylamine

C8H19N

结构：CC(C)c1nc(C(N)=O)c(Nc2ccc(N3CCN(C)CC3)cc2)nc1Oc1cccc(NC(=O)/C=C/CCl)c1

HCID117667504

未命名化合物

PRODUCTS

生成物

结构：CC(C)c1nc(C(N)=O)c(Nc2ccc(N3CCN(C)CC3)cc2)nc1Oc1cccc(NC(=O)/C=C/CN2CCOCC2)c1

HCID117667064

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID962

Water

H2O

PROCEDURE

实验过程

To a mixture of 5-(3-{[(2E)-4-chlorobuta-2-enoyl]amino}phenoxy)-6-isopropyl-3-{[4-(4-methylpiperazin-1-yl)phenyl]amino}pyrazine-2-carboxamide (80 mg) and N,N-dimethylformamide (800 μL) were added diisopropylethylamine (25 μL) and morpholine (11 μL), followed by stirring at room temperature overnight. Water was added thereto, and the precipitated solid was collected by filtration and purified by silica gel column chromatography (eluent; chloroform:methanol:28% aqueous ammonia=1:0:0-100:10:1). Diisopropyl ether was added thereto and the precipitated solid was collected by filtration and then dried under reduced pressure to obtain 6-isopropyl-3-{[4-(4-methylpiperazin-1-yl)phenyl]amino}-5-(3-{[(2E)-4-(morpholin-4-yl)but-2-enoyl]amino}phenoxy)pyrazine-2-carboxamide (27 mg) as a solid.

WORKUP

后处理

filtrationthe precipitated solid was collected by filtration
custompurified by silica gel column chromatography (eluent; chloroform:methanol:28% aqueous ammonia=1:0:0-100:10:1)
additionDiisopropyl ether was added
filtrationthe precipitated solid was collected by filtration
customdried under reduced pressure

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-7edf2575c93d49baa3bb381e838c2622
来源数据集: uspto-grants-2015_07
DOI: 10.6084/m9.figshare.5104873.v1
专利: US09085540B2
来源说明: uspto-grants-2015_07

反应 SMILES

Cl[CH2:2]/[CH:3]=[CH:4]/[C:5]([NH:7][C:8]1[CH:9]=[C:10]([CH:38]=[CH:39][CH:40]=1)[O:11][C:12]1[N:13]=[C:14]([NH:24][C:25]2[CH:30]=[CH:29][C:28]([N:31]3[CH2:36][CH2:35][N:34]([CH3:37])[CH2:33][CH2:32]3)=[CH:27][CH:26]=2)[C:15]([C:21]([NH2:23])=[O:22])=[N:16][C:17]=1[CH:18]([CH3:20])[CH3:19])=[O:6].CN(C)C=O.C(N(C(C)C)CC)(C)C.[NH:55]1[CH2:60][CH2:59][O:58][CH2:57][CH2:56]1>O>[CH:18]([C:17]1[N:16]=[C:15]([C:21]([NH2:23])=[O:22])[C:14]([NH:24][C:25]2[CH:30]=[CH:29][C:28]([N:31]3[CH2:36][CH2:35][N:34]([CH3:37])[CH2:33][CH2:32]3)=[CH:27][CH:26]=2)=[N:13][C:12]=1[O:11][C:10]1[CH:38]=[CH:39][CH:40]=[C:8]([NH:7][C:5](=[O:6])/[CH:4]=[CH:3]/[CH2:2][N:55]2[CH2:60][CH2:59][O:58][CH2:57][CH2:56]2)[CH:9]=1)([CH3:20])[CH3:19]