HRID1392390

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID24758

Sodium hydride

HNa

结构：CC(Cl)C(C)(C)C(=O)Nc1ccccc1N1CCC(NC(=O)C2(NC(=O)c3cc4ccccc4o3)CCCCC2)C(O)C1

HCID69310366

未命名化合物

PRODUCTS

生成物

结构：CC1(C)CN(c2ccccc2N2CCC(NC(=O)C3(NC(=O)c4cc5ccccc5o4)CCCCC3)C(O)C2)C1=O

HCID69311861

未命名化合物

收率 55.8%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

溶剂HCID8857

Ethyl acetate

C4H8O2

CONDITIONS

反应条件

温度: 50 °C

PROCEDURE

实验过程

The solution of 4-[N-[1-[N-(benzofuran-2-ylcarbonyl)amino]cyclohexanecarbonyl]amino]-1-[2-(3-chloro-2,2-dimethylbutyryl)aminophenyl]piperidin-3-ol (4.1 g) obtained in Step 3 in 50 ml of dimethylformamide was cooled to 0° C. Sodium hydride (NaH, 60%; 640 mg) was added to the reaction mixture, which was then stirred overnight at 50° C., diluted with ethyl acetate, washed with a brine, and then dried and concentrated on sodium sulfate. The resulting residue was purified with column chromatography to give 2.1 g of the titled compound.

WORKUP

后处理

washwashed with a brine
customdried
concentrationconcentrated on sodium sulfate
customThe resulting residue was purified with column chromatography

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-432ed7e5e9884d57a14f9aa2379af906
来源数据集: uspto-grants-2008_03
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07342027B2
来源说明: uspto-grants-2008_03

反应 SMILES

[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[C:10]([NH:12][C:13]1([C:19]([NH:21][CH:22]2[CH2:27][CH2:26][N:25]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=3[NH:34][C:35](=[O:42])[C:36]([CH3:41])([CH3:40])[CH:37](Cl)C)[CH2:24][CH:23]2[OH:43])=[O:20])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1)=[O:11].[H-].[Na+]>CN(C)C=O.C(OCC)(=O)C>[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[C:10]([NH:12][C:13]1([C:19]([NH:21][CH:22]2[CH2:27][CH2:26][N:25]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=3[N:34]3[CH2:37][C:36]([CH3:41])([CH3:40])[C:35]3=[O:42])[CH2:24][CH:23]2[OH:43])=[O:20])[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18]1)=[O:11]