(S)-(+)-2-Chloro-1-propanol → 1-[(1R)-2-Hydroxy-1-methylethyl]-2-methyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile

HRID 2102159Notes

Reaction equation

HRID 2102159 reaction equation
[CH3:1][C:2]1[NH:3][C:4]2[C:9]([CH:10]=1)=[C:8]([C:11]([F:14])([F:13])[F:12])[C:7]([C:15]#[N:16])=[CH:6][CH:5]=2.Cl[C@@H:18]([CH3:21])[CH2:19][OH:20]>>[OH:20][CH2:19][C@H:18]([N:3]1[C:4]2[C:9](=[C:8]([C:11]([F:12])([F:14])[F:13])[C:7]([C:15]#[N:16])=[CH:6][CH:5]=2)[CH:10]=[C:2]1[CH3:1])[CH3:21]

Participants

3

Reactant 2

HCID 641045(S)-(+)-2-Chloro-1-propanolHCID 533093462-methyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile

Product 1

HCID 674048201-[(1R)-2-Hydroxy-1-methylethyl]-2-methyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile

Procedure

Synthesized as described in Example 4 using 2-methyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile (Example 120) and (2S)-2-chloro-1-propanol: MS (ES) m/z 283 (M+1).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-cba1749be05f420b8134f0488c4798b5
Source dataset
uspto-grants-2009_08
Patent number
US07572820B2

Reaction notes

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