HRID336846

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：CCOC(=O)C1=C(c2c(F)ccc(F)c2F)Nc2[nH]nc(C)c2C1c1ccc(N2CCN(C(=O)OC(C)(C)C)CC2)cc1

HCID178468538

未命名化合物

PRODUCTS

生成物

HCID178468537

未命名化合物

收率 91.2%

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID160959

Manganous oxide

MnO

溶剂HCID6344

Dichloromethane

CH2Cl2

PROCEDURE

实验过程

To 2.2 g (3.68 mmol) of ethyl 4-(4-(4-(tert-butoxycarbonyl)piperazin-1-yl)phenyl)-3-methyl-6-(2,3,6-trifluorophenyl)-4,7-dihydro-1H-pyrazolo[3,4-b]pyridine-5-carboxylate in solution in 50 ml of dichloromethane are added 1.6 g (18.41 mmol) of manganese oxide. The reaction mixture is sonicated for 5 min then stirred at room temperature for 20 h. It is filtered on silica (cyclohexane/ethyl acetate eluent: 6:4) to yield 2 g (91%) of ethyl 4-(4-(4-(tert-butoxycarbonyl)piperazin-1-yl)phenyl)-3-methyl-6-(2,3,6-trifluorophenyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylate in the form of a yellow solid.

WORKUP

后处理

customThe reaction mixture is sonicated for 5 min
filtrationIt is filtered on silica (cyclohexane/ethyl acetate eluent: 6:4)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-024ebdfe2aeb4373b1235b55df052c0e
来源数据集: uspto-grants-2014_11
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08889711B2
来源说明: uspto-grants-2014_11

反应 SMILES

[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][C:17]([CH:20]3[C:25]([C:26]([O:28][CH2:29][CH3:30])=[O:27])=[C:24]([C:31]4[C:36]([F:37])=[CH:35][CH:34]=[C:33]([F:38])[C:32]=4[F:39])[NH:23][C:22]4[NH:40][N:41]=[C:42]([CH3:43])[C:21]3=4)=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>ClCCl.[O-2].[Mn+2]>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][C:17]([C:20]3[C:25]([C:26]([O:28][CH2:29][CH3:30])=[O:27])=[C:24]([C:31]4[C:36]([F:37])=[CH:35][CH:34]=[C:33]([F:38])[C:32]=4[F:39])[N:23]=[C:22]4[NH:40][N:41]=[C:42]([CH3:43])[C:21]=34)=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]