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

HRID 418792Notes

Reaction equation

HRID 418792 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.[N:21]1[CH:26]=[CH:25][C:24]([N:27]2[C:35]3[CH:34]=[CH:33][CH:32]=[C:31]([NH2:36])[C:30]=3[CH:29]=[N:28]2)=[CH:23][CH:22]=1>>[F:14][C:13]([F:16])([F:15])[C:10]([CH2:12][NH:36][C:31]1[CH:32]=[CH:33][CH:34]=[C:35]2[C:30]=1[CH:29]=[N:28][N:27]2[C:24]1[CH:25]=[CH:26][N:21]=[CH:22][CH:23]=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

3

Reactant 2

HCID 160992392-[2-(5-Fluoro-2-methoxyphenyl)-2-methylpropyl]-2-trifluoromethyloxiraneHCID 576159571-(4-Pyridinyl)-1H-indazol-4-amine2×

Product 1

HCID 576159361,1,1-Trifluoro-4-[5-fluoro-2-(methyloxy)phenyl]-4-methyl-2-({[1-(4-pyridinyl)-1h-indazol-4-yl]amino}methyl)-2-pentanol

Procedure

Prepared similarly to Example 1 from racemic 2-{2-[5-fluoro-2-(methyloxy)phenyl]-2-methylpropyl}-2-(trifluoromethyl)oxirane and 1-(4-pyridinyl)-1H-indazol-4-amine (Intermediate 5).

Sources & evidence

ORD record
ord-d98aacb0a5e2445fad96b0c18d5b0ba5
Source dataset
uspto-grants-2012_01
Patent number
US08093281B2

Reaction notes

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