HRID409459

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：CC[C@@H]1C[C@H](N(Cc2cc(C(F)(F)F)cc(C(F)(F)F)c2)c2ncc(/C=C/C(=O)OC)cn2)CN1C(=O)OC(C)(C)C

HCID86648398

未命名化合物

PRODUCTS

生成物

HCID86648397

未命名化合物

收率 99.2%

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID23938

Palladium

溶剂HCID702

Ethanol

C2H6O

PROCEDURE

实验过程

(2R,4S)-4-{(3,5-Bis-trifluoromethyl-benzyl)-[5-((E)-2-methoxycarbonyl-vinyl)-pyrimidin-2-yl]-amino}-2-ethyl-pyrrolidine-1-carboxylic acid tert-butyl ester (200 mg, 0.33 mmol) is dissolved in EtOH (5 mL) and hydrogenation reaction with 10% Pd/C. The residue is purified by column chromatography on silica gel (eluent: n-hexane/EtOAc) to give (2R,4S)-4-{(3,5-bis-trifluoromethyl-benzyl)-[5-(2-methoxycarbonyl-ethyl)-pyrimidin-2-yl]-amino}-2-ethyl-pyrrolidine-1-carboxylic acid tert-butyl ester (198 mg, 99%).

WORKUP

后处理

customThe residue is purified by column chromatography on silica gel (eluent: n-hexane/EtOAc)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-cac4cd76e515411a90acbd2711b70af6
来源数据集: uspto-grants-2014_06
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08759365B2
来源说明: uspto-grants-2014_06

反应 SMILES

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