HCID 12426871, compound → 7-{2-[1-(2-Ethoxycarbonyl-1-pyridin-4-yl-vinyl)-1H-indol-5-yloxy]-ethyl}-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid tert-butyl ester

HRID 24055Notes

Reaction equation

HRID 24055 reaction equation
[CH2:1]([O:3][C:4](=[O:13])[C:5]#[C:6][C:7]1[CH:12]=[CH:11][N:10]=[CH:9][CH:8]=1)[CH3:2].[C:14]([O:18][C:19]([N:21]1[C:30]2[C:25](=[CH:26][CH:27]=[C:28]([CH2:31][CH2:32][O:33][C:34]3[CH:35]=[C:36]4[C:40](=[CH:41][CH:42]=3)[NH:39][CH:38]=[CH:37]4)[N:29]=2)[CH2:24][CH2:23][CH2:22]1)=[O:20])([CH3:17])([CH3:16])[CH3:15]>>[C:14]([O:18][C:19]([N:21]1[C:30]2[C:25](=[CH:26][CH:27]=[C:28]([CH2:31][CH2:32][O:33][C:34]3[CH:35]=[C:36]4[C:40](=[CH:41][CH:42]=3)[N:39]([C:6]([C:7]3[CH:12]=[CH:11][N:10]=[CH:9][CH:8]=3)=[CH:5][C:4]([O:3][CH2:1][CH3:2])=[O:13])[CH:38]=[CH:37]4)[N:29]=2)[CH2:24][CH2:23][CH2:22]1)=[O:20])([CH3:17])([CH3:15])[CH3:16]

Participants

3

Reactant 2

HCID 12426871HCID 12426871, compoundHCID 668210837-[2-(1H-indol-5-yloxy)-ethyl]-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid tert-butyl ester

Product 1

HCID 668210657-{2-[1-(2-Ethoxycarbonyl-1-pyridin-4-yl-vinyl)-1H-indol-5-yloxy]-ethyl}-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid tert-butyl esterYield 64%

Procedure

The title compound is prepared from pyridin-4-yl-propynoic acid ethyl ester and 7-[2-(1H-Indol-5-yloxy)-ethyl]-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid tert-butyl ester using the procedure described in Example 17, step (a), in 64% yield as an E/Z mixture. The mixture is used for the next reaction without further separation.

Workup

  1. customThe mixture is used for the next reaction without further separation

Sources & evidence

ORD record
ord-1a085d74b7ed4ab795dc3910fa4d3630
Source dataset
uspto-grants-2005_02
Patent number
US06855722B2

Reaction notes

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