2-[2-(5-Fluoro-2-methoxyphenyl)-2-methylpropyl]-2-trifluoromethyloxirane → 1,1,1-Trifluoro-4-[5-fluoro-2-(methyloxy)phenyl]-4-methyl-2-{[(1-phenyl-1h-indazol-4-yl)amino]methyl}-2-pentanol

HRID 418794Notes

Reaction equation

HRID 418794 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:19][CH3:20])=[C:6]([C:8]([CH3:18])([CH3:17])[CH2:9][C:10]2([C:13]([F:16])([F:15])[F:14])[CH2:12][O:11]2)[CH:7]=1.Cl.[C:22]1([N:28]2[C:36]3[CH:35]=[CH:34][CH:33]=[C:32]([NH2:37])[C:31]=3[CH:30]=[N:29]2)[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>CN1C(=O)CCC1>[F:14][C:13]([F:16])([F:15])[C:10]([CH2:12][NH:37][C:32]1[CH:33]=[CH:34][CH:35]=[C:36]2[C:31]=1[CH:30]=[N:29][N:28]2[C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1)([OH:11])[CH2:9][C:8]([C:6]1[CH:7]=[C:2]([F:1])[CH:3]=[CH:4][C:5]=1[O:19][CH3:20])([CH3:18])[CH3:17]

Participants

4

Reactant 2

HCID 160992392-[2-(5-Fluoro-2-methoxyphenyl)-2-methylpropyl]-2-trifluoromethyloxiraneHCID 666484521-Phenyl-1H-indazol-4-amine hydrochloride2×

Product 1

HCID 576159441,1,1-Trifluoro-4-[5-fluoro-2-(methyloxy)phenyl]-4-methyl-2-{[(1-phenyl-1h-indazol-4-yl)amino]methyl}-2-pentanol

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneCatalyst

Procedure

Prepared similarly to Example 1 from racemic 2-{2-[5-fluoro-2-(methyloxy)phenyl]-2-methylpropyl}-2-(trifluoromethyl)oxirane and 1-phenyl-1H-indazol-4-amine hydrochloride (as the free base, Intermediate 8) except that ca. 5 drops of NMP were added to the reaction mixture.

Workup

  1. additionwere added to the reaction mixture

Sources & evidence

ORD record
ord-6c31247e38aa4dc0ae67faaf53f9462b
Source dataset
uspto-grants-2012_01
Patent number
US08093281B2

Reaction notes

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