3-Hydroxypyridine → 2-Methyl-1-[(1R)-1-methyl-2-(3-pyridinyloxy)ethyl]-4-(trifluoromethyl)-1H-indole-5-carbonitrile

HRID 1188656Notes

Reaction equation

HRID 1188656 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].[N:21]1[CH:26]=[CH:25][CH:24]=[C:23](O)[CH:22]=1>>[CH3:20][C:6]1[N:5]([C@H:3]([CH3:4])[CH2:2][O:1][C:23]2[CH:22]=[N:21][CH:26]=[CH:25][CH:24]=2)[C:13]2[C:8]([CH:7]=1)=[C:9]([C:16]([F:19])([F:17])[F:18])[C:10]([C:14]#[N:15])=[CH:11][CH:12]=2

Participants

3

Reactant 2

HCID 79713-HydroxypyridineHCID 674048201-[(1R)-2-Hydroxy-1-methylethyl]-2-methyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile

Product 1

HCID 674051382-Methyl-1-[(1R)-1-methyl-2-(3-pyridinyloxy)ethyl]-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 3-pyridinol: MS (ES) m/z 360 (M+1).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-523c3ea84a5743d5b000ee79e7a9ff5b
Source dataset
uspto-grants-2014_03
Patent number
US08673948B2

Reaction notes

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