HRID1444635

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID11430

Potassium Carbonate

CK2O3

HCID639844

Methyl indole-6-carboxylate

C10H9NO2

结构：C=C(C(=O)OC)N(C(=O)OC(C)(C)C)C(=O)OC(C)(C)C

HCID10870342

未命名化合物

结构：COC(=O)c1ccc2c(C3CCCCC3)c(Br)[nH]c2c1

HCID11175076

Methyl 2-bromo-3-cyclohexyl-1H-indole-6-carboxylate

C16H18BrNO2

PRODUCTS

生成物

结构：COC(=O)c1ccc2c(C3CCCCC3)c(Br)n(CC(C(=O)OC)N(C(=O)OC(C)(C)C)C(=O)OC(C)(C)C)c2c1

HCID68699898

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6342

Acetonitrile

C2H3N

PROCEDURE

实验过程

To a solution of methyl 2-bromo-3-cyclohexyl-1H-indole-6-carboxylate (prepared as described in WO 2004087714 from commercially available methyl indole-6-carboxylate) in MeCN (0.08 M) were added 6 eq of K2CO3 and 1.2 eq of methyl 2-[bis(tert-butoxycarbonyl)amino]acrylate. The mixture was stirred at RT for 16 h before being filtered and concentrated in vacuo to afford the title compound as a viscous oil which solidified on standing (quantitative); MS (ES+) m/z 659 (M+Na)+, 661 (M+Na)+.

WORKUP

后处理

filtrationbefore being filtered
concentrationconcentrated in vacuo

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-e5a216db40a641fda75a7e4ca23c9c98
来源数据集: uspto-grants-2010_02
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07662809B2
来源说明: uspto-grants-2010_02

反应 SMILES

[Br:1][C:2]1[NH:3][C:4]2[C:9]([C:10]=1[CH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1)=[CH:8][CH:7]=[C:6]([C:17]([O:19][CH3:20])=[O:18])[CH:5]=2.N1C2C(=CC=C(C(OC)=O)C=2)C=C1.C([O-])([O-])=O.[K+].[K+].[C:40]([O:44][C:45]([N:47]([C:54]([O:56][C:57]([CH3:60])([CH3:59])[CH3:58])=[O:55])[C:48](=[CH2:53])[C:49]([O:51][CH3:52])=[O:50])=[O:46])([CH3:43])([CH3:42])[CH3:41]>CC#N>[C:40]([O:44][C:45]([N:47]([C:54]([O:56][C:57]([CH3:58])([CH3:60])[CH3:59])=[O:55])[CH:48]([C:49]([O:51][CH3:52])=[O:50])[CH2:53][N:3]1[C:4]2[C:9](=[CH:8][CH:7]=[C:6]([C:17]([O:19][CH3:20])=[O:18])[CH:5]=2)[C:10]([CH:11]2[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]2)=[C:2]1[Br:1])=[O:46])([CH3:43])([CH3:41])[CH3:42]