HRID17959

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：COc1ccc(C2(C(=O)Nc3cccc(-c4ccc(S(=O)(=O)N5CCC[C@@H]5CO)cc4)n3)CC2)cc1OCc1ccccc1

HCID59344858

未命名化合物

HCID178418361

未命名化合物

PRODUCTS

生成物

结构：COc1ccc(C2(C(=O)Nc3cccc(-c4ccc(S(=O)(=O)N5CCC[C@@H]5CO)cc4)n3)CC2)cc1O

HCID59165999

未命名化合物

收率 34%

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID23938

Palladium

溶剂HCID702

Ethanol

C2H6O

PROCEDURE

实验过程

(R)-1-(3-(Benzyloxy)-4-methoxyphenyl)-N-(6-(4-(2-(hydroxymethyl)pyrrolidin-1-ylsulfonyl)phenyl)pyridin-2-yl)cyclopropanecarboxamide (28 mg, 0.046 mmol) was dissolved in ethanol (3 mL). Palladium on charcoal (10%, 20 mg) was added and the reaction was stirred overnight under 1 atm of hydrogen. The catalyst was filtered off and the product was isolated by silica gel chromatography (50-80% EtOAc in hexane) to provide (R)-1-(3-hydroxy-4-methoxyphenyl)-N-(6-(4-(2-(hydroxymethyl)pyrrolidin 1-ylsulfonyl)phenyl)pyridin-2-yl)cyclopropanecarboxamide (8 mg, 34%). ESI-MS m/z calc. 523.4. found 524.3 (M+1)+. Retention time of 3.17 minutes.

WORKUP

后处理

filtrationThe catalyst was filtered off
customthe product was isolated by silica gel chromatography (50-80% EtOAc in hexane)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-2a576a8b47334dd7b2083b5269b18ed3
来源数据集: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07741321B2
来源说明: uspto-grants-2010_06

反应 SMILES

C([O:8][C:9]1[CH:10]=[C:11]([C:17]2([C:20]([NH:22][C:23]3[CH:28]=[CH:27][CH:26]=[C:25]([C:29]4[CH:34]=[CH:33][C:32]([S:35]([N:38]5[CH2:42][CH2:41][CH2:40][C@@H:39]5[CH2:43][OH:44])(=[O:37])=[O:36])=[CH:31][CH:30]=4)[N:24]=3)=[O:21])[CH2:19][CH2:18]2)[CH:12]=[CH:13][C:14]=1[O:15][CH3:16])C1C=CC=CC=1.[H][H]>C(O)C.[Pd]>[OH:8][C:9]1[CH:10]=[C:11]([C:17]2([C:20]([NH:22][C:23]3[CH:28]=[CH:27][CH:26]=[C:25]([C:29]4[CH:34]=[CH:33][C:32]([S:35]([N:38]5[CH2:42][CH2:41][CH2:40][C@@H:39]5[CH2:43][OH:44])(=[O:37])=[O:36])=[CH:31][CH:30]=4)[N:24]=3)=[O:21])[CH2:18][CH2:19]2)[CH:12]=[CH:13][C:14]=1[O:15][CH3:16]