6-Fluoropyridin-3-ol → 1-{(1R)-2-[(6-Fluoro-3-pyridinyl)oxy]-1-methylethyl}-2-methyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile

HRID 2102161Notes

Reaction equation

HRID 2102161 reaction equation
[OH:1][CH2:2][C@H:3]([N:5]1[C:13]2[C:8](=[C:9]([C:16]([F:19])([F:18])[F:17])[C:10]([C:14]#[N:15])=[CH:11][CH:12]=2)[CH:7]=[C:6]1[CH3:20])[CH3:4].[F:21][C:22]1[N:27]=[CH:26][C:25](O)=[CH:24][CH:23]=1>>[F:21][C:22]1[N:27]=[CH:26][C:25]([O:1][CH2:2][C@H:3]([N:5]2[C:13]3[C:8](=[C:9]([C:16]([F:19])([F:17])[F:18])[C:10]([C:14]#[N:15])=[CH:11][CH:12]=3)[CH:7]=[C:6]2[CH3:20])[CH3:4])=[CH:24][CH:23]=1

Participants

3

Reactant 2

HCID 27631086-Fluoropyridin-3-olHCID 674048201-[(1R)-2-Hydroxy-1-methylethyl]-2-methyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile

Product 1

HCID 674051471-{(1R)-2-[(6-Fluoro-3-pyridinyl)oxy]-1-methylethyl}-2-methyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile

Procedure

Synthesized as described in Example 139C using 1-[(1R)-2-hydroxy-1-methylethyl]-2-methyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile (Example 329) and 6-fluoro-3-pyridinol: MS (ES) m/z 378 (M+1).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-011aed3661564c378a2602c8501e20f8
Source dataset
uspto-grants-2009_08
Patent number
US07572820B2

Reaction notes

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