HRID592465

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：CC(C(N)=O)c1ccccc1C#Cc1nc(Nc2cnn(C3CCN(C(=O)OC(C)(C)C)CC3)c2)ncc1C(F)(F)F

HCID86712338

未命名化合物

PRODUCTS

生成物

HCID86712339

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID23938

Palladium

溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

PROCEDURE

实验过程

A solution of tert-butyl 4-(4-((4-((2-(1-amino-1-oxopropan-2-yl)phenyl)ethynyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)-1H-pyrazol-1-yl)piperidine-1-carboxylate A65 (3.30 g, 5.66 mmol) in DMF (50 mL) and TEA (5 mL) was stirred with 10% Pd/C (wetted with ca. 53% water, 3.00 g) under an atmosphere of H2 for 20 hours at 35° C. The mixture was filtered through Celite and the solvent was removed in vacuo. Purification by column chromatography (Biotage Isolera, 120 g SiO2 cartridge, 20-100% EtOAc in petroleum benzine 40-60° C.) gave the title compound A66 as a yellow solid (3.32 g, 99%). LCMS-D: rt 3.54 min; m/z 588 [M+H]+.

WORKUP

后处理

filtrationThe mixture was filtered through Celite
customthe solvent was removed in vacuo
customPurification by column chromatography (Biotage Isolera, 120 g SiO2 cartridge, 20-100% EtOAc in petroleum benzine 40-60° C.)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-099bf9820c064285b04eeb9cf4ad221e
来源数据集: uspto-grants-2016_01
DOI: 10.6084/m9.figshare.5104873.v1
专利: US09238644B2
来源说明: uspto-grants-2016_01

反应 SMILES

[NH2:1][C:2](=[O:42])[CH:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11]#[C:12][C:13]1[C:18]([C:19]([F:22])([F:21])[F:20])=[CH:17][N:16]=[C:15]([NH:23][C:24]2[CH:25]=[N:26][N:27]([CH:29]3[CH2:34][CH2:33][N:32]([C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36])[CH2:31][CH2:30]3)[CH:28]=2)[N:14]=1)[CH3:4]>CN(C=O)C.[Pd]>[NH2:1][C:2](=[O:42])[CH:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[CH2:11][CH2:12][C:13]1[C:18]([C:19]([F:22])([F:21])[F:20])=[CH:17][N:16]=[C:15]([NH:23][C:24]2[CH:25]=[N:26][N:27]([CH:29]3[CH2:30][CH2:31][N:32]([C:35]([O:37][C:38]([CH3:40])([CH3:41])[CH3:39])=[O:36])[CH2:33][CH2:34]3)[CH:28]=2)[N:14]=1)[CH3:4]