Acetaminophen → N-[4-({2-[5-Cyano-2-methyl-4-(trifluoromethyl)-1H-indol-1-yl]-1-methylethyl}oxy)phenyl]acetamide

HRID 2102168Notes

Reaction equation

HRID 2102168 reaction equation
[OH:1][CH:2]([CH3:20])[CH2:3][N:4]1[C:12]2[C:7](=[C:8]([C:15]([F:18])([F:17])[F:16])[C:9]([C:13]#[N:14])=[CH:10][CH:11]=2)[CH:6]=[C:5]1[CH3:19].O[C:22]1[CH:27]=[CH:26][C:25]([NH:28][C:29](=[O:31])[CH3:30])=[CH:24][CH:23]=1>>[C:13]([C:9]1[C:8]([C:15]([F:18])([F:16])[F:17])=[C:7]2[C:12](=[CH:11][CH:10]=1)[N:4]([CH2:3][CH:2]([O:1][C:22]1[CH:27]=[CH:26][C:25]([NH:28][C:29](=[O:31])[CH3:30])=[CH:24][CH:23]=1)[CH3:20])[C:5]([CH3:19])=[CH:6]2)#[N:14]

Participants

3

Reactant 2

HCID 1983AcetaminophenHCID 674038091-(2-Hydroxypropyl)-2-methyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile

Product 1

HCID 67405184N-[4-({2-[5-Cyano-2-methyl-4-(trifluoromethyl)-1H-indol-1-yl]-1-methylethyl}oxy)phenyl]acetamide

Procedure

Synthesized as described in Example 139C using 1-(2-hydroxypropyl)-2-methyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile (Example 335) and N-(4-hydroxyphenyl)acetamide: MS (ES) m/z 414 (M−1).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-702a1fa0b7d1408b8c2ea0cc0df24ac1
Source dataset
uspto-grants-2009_08
Patent number
US07572820B2

Reaction notes

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