L-Valinol → HCID 59205416, compound

HRID 2242363Notes

Reaction equation

HRID 2242363 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][C@@H:28]([CH:31]([CH3:33])[CH3:32])[CH2:29][OH:30]>>[OH:30][CH2:29][C@@H: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:21])([F:23])[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]([CH3:33])[CH3:32]

Participants

3

Reactant 2

HCID 640993L-ValinolHCID 685431065-cyano-1-(3-trifluoromethoxybenzyl)-1H-indole-2-carboxylic acid

Product 1

HCID 59205416HCID 59205416, compound

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 (S)-(+)-2-amino-3-methyl-1-butanol in a manner similar to that described in Example 11.

Sources & evidence

ORD record
ord-3017ffafc764497d87a2ae47e44af405
Source dataset
uspto-grants-2010_03
Patent number
US07671080B2

Reaction notes

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