2-Amino-2-(tetrahydro-2H-pyran-4-YL)ethanol → 5-Cyano-1-(3-trifluoromethoxybenzyl)-1H-indole-2-carboxylic acid [2-hydroxy-1-(tetrahydropyran-4-yl)ethyl]amide

HRID 2242372Notes

Reaction equation

HRID 2242372 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[N:8]([CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([O:19][C:20]([F:23])([F:22])[F:21])[CH:14]=1)[C:7]([C:24]([OH:26])=O)=[CH:6]2)#[N:2].[NH2:27][CH:28]([CH:31]1[CH2:36][CH2:35][O:34][CH2:33][CH2:32]1)[CH2:29][OH:30]>>[OH:30][CH2:29][CH:28]([NH:27][C:24]([C:7]1[N:8]([CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([O:19][C:20]([F:23])([F:21])[F:22])[CH:14]=2)[C:9]2[C:5]([CH:6]=1)=[CH:4][C:3]([C:1]#[N:2])=[CH:11][CH:10]=2)=[O:26])[CH:31]1[CH2:36][CH2:35][O:34][CH2:33][CH2:32]1

Participants

3

Reactant 2

HCID 247297702-Amino-2-(tetrahydro-2H-pyran-4-YL)ethanolHCID 685431065-cyano-1-(3-trifluoromethoxybenzyl)-1H-indole-2-carboxylic acid

Product 1

HCID 866246415-Cyano-1-(3-trifluoromethoxybenzyl)-1H-indole-2-carboxylic acid [2-hydroxy-1-(tetrahydropyran-4-yl)ethyl]amide

Procedure

The title compound was prepared using 5-cyano-1-(3-trifluoromethoxybenzyl)-1H-indole-2-carboxylic acid [prepared from 3-(trifluoromethoxy)benzyl bromide and ethyl 5-cyanoindole-2-carboxylate] and 2-amino-2-(tetrahydropyran-4-yl)ethanol in a manner similar to that described in Example 11.

Sources & evidence

ORD record
ord-a35fac2a1e334c32b0fd08d83111cf86
Source dataset
uspto-grants-2010_03
Patent number
US07671080B2

Reaction notes

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