HRID490529

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID14797

Potassium hydroxide

HKO

结构：COc1cc2c(-c3cc4c(CN5CC(NC(=O)OC(C)(C)C)C5)ccnc4n3S(=O)(=O)c3ccc(C)cc3)cn(C)c2cc1OC

HCID67147714

未命名化合物

PRODUCTS

生成物

结构：COc1cc2c(-c3cc4c(CN5CC(NC(=O)OC(C)(C)C)C5)ccnc4[nH]3)cn(C)c2cc1OC

HCID67147746

未命名化合物

收率 70.7%

PROCEDURE

实验过程

{1-[2-(5,6-Dimethoxy-1-methyl-1H-indol-3-yl)-1H-pyrrolo[2,3-b]pyrid-4-ylmethyl]azetidin-3-yl}carbamic acid tert-butyl ester is prepared as described in Example 179a starting with 0.13 g of {1-[2-(5,6-dimethoxy-1-methyl-1H-indol-3-yl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyrid-4-ylmethyl]azetidin-3-yl}carbamic acid tert-butyl ester instead of the [2-(5,6-dimethoxy-1-methyl-1H-indol-3-yl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyrid-4-ylmethyl](4-trifluoromethylsulfanylbenzyl)amine used in Example 179a and 0.805 cm3 of 5N potassium hydroxide. 0.07 g of {1-[2-(5,6-dimethoxy-1-methyl-1H-indol-3-yl)-1H-pyrrolo[2,3-b]pyrid-4-ylmethyl]azetidin-3-yl}carbamic acid tert-butyl ester is obtained, the characteristics of which are as follows:

WORKUP

后处理

custom{1-[2-(5,6-Dimethoxy-1-methyl-1H-indol-3-yl)-1H-pyrrolo[2,3-b]pyrid-4-ylmethyl]azetidin-3-yl}carbamic acid tert-butyl ester is prepared

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-4d9d2d78357f47d380e9d4442fbc6b77
来源数据集: uspto-grants-2009_05
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07528147B2
来源说明: uspto-grants-2009_05

反应 SMILES

[C:1]([O:5][C:6](=[O:46])[NH:7][CH:8]1[CH2:11][N:10]([CH2:12][C:13]2[CH:18]=[CH:17][N:16]=[C:15]3[N:19](S(C4C=CC(C)=CC=4)(=O)=O)[C:20]([C:22]4[C:30]5[C:25](=[CH:26][C:27]([O:33][CH3:34])=[C:28]([O:31][CH3:32])[CH:29]=5)[N:24]([CH3:35])[CH:23]=4)=[CH:21][C:14]=23)[CH2:9]1)([CH3:4])([CH3:3])[CH3:2].[OH-].[K+]>>[C:1]([O:5][C:6](=[O:46])[NH:7][CH:8]1[CH2:9][N:10]([CH2:12][C:13]2[CH:18]=[CH:17][N:16]=[C:15]3[NH:19][C:20]([C:22]4[C:30]5[C:25](=[CH:26][C:27]([O:33][CH3:34])=[C:28]([O:31][CH3:32])[CH:29]=5)[N:24]([CH3:35])[CH:23]=4)=[CH:21][C:14]=23)[CH2:11]1)([CH3:4])([CH3:3])[CH3:2]