HRID2206168

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID31374

Dimethylacetamide

C4H9NO

结构：COc1ncc(Br)c2c1c(-c1csc(C(N)=O)c1)nn2C1CCCC1

HCID117987911

未命名化合物

PRODUCTS

生成物

结构：COc1ncc(C#N)c2c1c(-c1csc(C(N)=O)c1)nn2C1CCCC1

HCID117987715

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID11186

Zinc cyanide (Zn(CN)2)

C2N2Zn

结构：c1ccc([P](c2ccccc2)(c2ccccc2)[Pd]([P](c2ccccc2)(c2ccccc2)c2ccccc2)([P](c2ccccc2)(c2ccccc2)c2ccccc2)[P](c2ccccc2)(c2ccccc2)c2ccccc2)cc1

催化剂HCID178418397

未命名化合物

CONDITIONS

反应条件

温度: 120 °C

PROCEDURE

实验过程

A suspension of 4-(7-bromo-1-cyclopentyl-4-methoxy-1H-pyrazolo[4,3-c]pyridin-3-yl)thiophene-2-carboxamide (100 mg), zinc cyanide (41.8 mg) and tetrakis(triphenylphosphine)palladium(0) (54.9 mg) in DMA was stirred under microwave irradiation at 120° C. for 30 min. The reaction mixture was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (61.7 mg).

WORKUP

后处理

customThe reaction mixture was purified by silica gel column chromatography (ethyl acetate/hexane)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-bf1391ccc1a24358b77e598bdb315650
来源数据集: uspto-grants-2016_06
DOI: 10.6084/m9.figshare.5104873.v1
专利: US09371320B2
来源说明: uspto-grants-2016_06

反应 SMILES

Br[C:2]1[C:3]2[N:12]([CH:13]3[CH2:17][CH2:16][CH2:15][CH2:14]3)[N:11]=[C:10]([C:18]3[CH:19]=[C:20]([C:23]([NH2:25])=[O:24])[S:21][CH:22]=3)[C:4]=2[C:5]([O:8][CH3:9])=[N:6][CH:7]=1.C[C:27]([N:29](C)C)=O>[C-]#N.[Zn+2].[C-]#N.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[C:27]([C:2]1[C:3]2[N:12]([CH:13]3[CH2:17][CH2:16][CH2:15][CH2:14]3)[N:11]=[C:10]([C:18]3[CH:19]=[C:20]([C:23]([NH2:25])=[O:24])[S:21][CH:22]=3)[C:4]=2[C:5]([O:8][CH3:9])=[N:6][CH:7]=1)#[N:29]