HRID336845

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：Cc1n[nH]c2c1C(c1ccc(N3CCN(C(=O)OC(C)(C)C)CC3)cc1)C(C#N)=C(c1c(F)ccc(F)c1F)N2

HCID178434166

未命名化合物

PRODUCTS

生成物

结构：Cc1n[nH]c2nc(-c3c(F)ccc(F)c3F)c(C#N)c(-c3ccc(N4CCN(C(=O)OC(C)(C)C)CC4)cc3)c12

HCID178434431

未命名化合物

收率 75.3%

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 2.48 g (4.50 mmol) of tert-butyl 4-(4-(5-cyano-3-methyl-6-(2,3,6-trifluorophenyl)-4,7-dihydro-1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl)piperazine-1-carboxylate diluted in 20 ml of dichloromethane are added 1.96 g (22.5 mmol) of manganese oxide. The reaction mixture is sonicated for 5 min then stirred at room temperature for 18 h. It is next filtered on Celite (cyclohexane/ethyl acetate eluent: 5:5) to yield 1.86 g of tert-butyl 4-(4-(5-cyano-3-methyl-6-(2,3,6-trifluorophenyl)-1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl)piperazine-1-carboxylate in the form of a light yellow solid.

WORKUP

后处理

customThe reaction mixture is sonicated for 5 min
filtrationIt is next filtered on Celite (cyclohexane/ethyl acetate eluent: 5:5)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-d680c467feb6481fac57fd2d5c4750fd
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]([C:3]1[CH:4]([C:22]2[CH:27]=[CH:26][C:25]([N:28]3[CH2:33][CH2:32][N:31]([C:34]([O:36][C:37]([CH3:40])([CH3:39])[CH3:38])=[O:35])[CH2:30][CH2:29]3)=[CH:24][CH:23]=2)[C:5]2[C:20]([CH3:21])=[N:19][NH:18][C:6]=2[NH:7][C:8]=1[C:9]1[C:14]([F:15])=[CH:13][CH:12]=[C:11]([F:16])[C:10]=1[F:17])#[N:2]>ClCCl.[O-2].[Mn+2]>[C:1]([C:3]1[C:4]([C:22]2[CH:27]=[CH:26][C:25]([N:28]3[CH2:29][CH2:30][N:31]([C:34]([O:36][C:37]([CH3:40])([CH3:39])[CH3:38])=[O:35])[CH2:32][CH2:33]3)=[CH:24][CH:23]=2)=[C:5]2[C:20]([CH3:21])=[N:19][NH:18][C:6]2=[N:7][C:8]=1[C:9]1[C:14]([F:15])=[CH:13][CH:12]=[C:11]([F:16])[C:10]=1[F:17])#[N:2]