Tert-butyl 1-(2-nitro-4-(trifluoromethyl)phenyl)piperidin-4-ylcarbamate → Tert-butyl 1-(2-amino-4-(trifluoromethyl)phenyl)piperidin-4-ylcarbamate

HRID 69866

Reaction equation

HRID 69866 reaction equation
[N+:1]([C:4]1[CH:9]=[C:8]([C:10]([F:13])([F:12])[F:11])[CH:7]=[CH:6][C:5]=1[N:14]1[CH2:19][CH2:18][CH:17]([NH:20][C:21](=[O:27])[O:22][C:23]([CH3:26])([CH3:25])[CH3:24])[CH2:16][CH2:15]1)([O-])=O>CO>[NH2:1][C:4]1[CH:9]=[C:8]([C:10]([F:13])([F:11])[F:12])[CH:7]=[CH:6][C:5]=1[N:14]1[CH2:15][CH2:16][CH:17]([NH:20][C:21](=[O:27])[O:22][C:23]([CH3:25])([CH3:24])[CH3:26])[CH2:18][CH2:19]1

Participants

3

Reactant 1

HCID 60507337Tert-butyl 1-(2-nitro-4-(trifluoromethyl)phenyl)piperidin-4-ylcarbamate

Product 1

HCID 69043886Tert-butyl 1-(2-amino-4-(trifluoromethyl)phenyl)piperidin-4-ylcarbamateYield 97%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Following the method of Example 49 (Method 2), tert-butyl 1-(2-nitro-4-(trifluoromethyl)phenyl)piperidin-4-yl-carbamate in MeOH was reduced yielding tert-butyl 1-(2-amino-4-(trifluoromethyl)phenyl)piperidin-4-ylcarbamate (97%). LCMS (m/z): 360.1 (MH+); LC Rt=3.20 min.

Sources & evidence

ORD record
ord-62b28af3e0d04e939848a401b832d409
Source dataset
uspto-grants-2014_09
Patent number
US08822497B2

Linked notes

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