HRID491766

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID14798

Sodium Hydroxide

HNaO

结构：COC(=O)c1ccc2oc(C(=O)Nc3ccc(Cl)cn3)c(NC(=O)[C@H]3CC[C@H](N4CCCC4=O)CC3)c2c1

HCID178497415

未命名化合物

PRODUCTS

生成物

结构：O=C(O)c1ccc2oc(C(=O)Nc3ccc(Cl)cn3)c(NC(=O)[C@H]3CC[C@H](N4CCCC4=O)CC3)c2c1

HCID178524190

未命名化合物

收率 94.7%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID7360

Tetrahydrofurfuryl alcohol

C5H10O2

PROCEDURE

实验过程

Trans-5-methoxycarbonyl-3-[4-(2-oxopyrrolidin-1-yl)-cyclohexylcarbonylamino]-N-(5-chloropyridin-2-yl)benzofuran-2-carboxamide (710 mg) obtained in Example 1 is suspended in tetrahydrofuran-methanol (1:1, 10 ml), and thereto is added 4N aqueous sodium hydroxide solution (2 ml) under ice-cooling. The mixture is warmed to room temperature, and stirred for 18 hours. The reaction solution is concentrated under reduced pressure, and thereto is poured ice-water, and the mixture is neutralized with 10% hydrochloric acid. The precipitates are collected by filtration, washed with water, and dried to give the title compound (655 mg).

WORKUP

后处理

temperaturecooling
concentrationThe reaction solution is concentrated under reduced pressure
additionis poured ice-water
filtrationThe precipitates are collected by filtration
washwashed with water
customdried

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-47d16fff13c043ea8e9055cea9d8b650
来源数据集: uspto-grants-2009_05
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07531537B2
来源说明: uspto-grants-2009_05

反应 SMILES

C[O:2][C:3]([C:5]1[CH:6]=[CH:7][C:8]2[O:12][C:11]([C:13]([NH:15][C:16]3[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][N:17]=3)=[O:14])=[C:10]([NH:23][C:24]([C@H:26]3[CH2:31][CH2:30][C@H:29]([N:32]4[CH2:36][CH2:35][CH2:34][C:33]4=[O:37])[CH2:28][CH2:27]3)=[O:25])[C:9]=2[CH:38]=1)=[O:4].[OH-].[Na+]>O1CCCC1CO>[C:3]([C:5]1[CH:6]=[CH:7][C:8]2[O:12][C:11]([C:13]([NH:15][C:16]3[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][N:17]=3)=[O:14])=[C:10]([NH:23][C:24]([C@H:26]3[CH2:27][CH2:28][C@H:29]([N:32]4[CH2:36][CH2:35][CH2:34][C:33]4=[O:37])[CH2:30][CH2:31]3)=[O:25])[C:9]=2[CH:38]=1)([OH:4])=[O:2]