benzyl (2-methyl-1-(4-(1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazol-3-yl)phenyl)propan-2-yl)carbamate → 2-methyl-1-(4-(1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazol-3-yl)phenyl)propan-2-amine

HRID 1772492Notes

Reaction equation

HRID 1772492 reaction equation
C(OC(=O)[NH:10][C:11]([CH3:36])([CH3:35])[CH2:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]2[N:23]=[CH:22][N:21]([C:24]3[CH:29]=[CH:28][C:27]([O:30][C:31]([F:34])([F:33])[F:32])=[CH:26][CH:25]=3)[N:20]=2)=[CH:15][CH:14]=1)C1C=CC=CC=1>CO>[CH3:36][C:11]([NH2:10])([CH3:35])[CH2:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]2[N:23]=[CH:22][N:21]([C:24]3[CH:29]=[CH:28][C:27]([O:30][C:31]([F:32])([F:34])[F:33])=[CH:26][CH:25]=3)[N:20]=2)=[CH:15][CH:14]=1

Participants

3

Reactant 1

HCID 90438210benzyl (2-methyl-1-(4-(1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazol-3-yl)phenyl)propan-2-yl)carbamate

Product 1

HCID 904143222-methyl-1-(4-(1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazol-3-yl)phenyl)propan-2-amine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The title compound was prepared as described in Example 66 using benzyl(2-methyl-1-(4-(1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazol-3-yl)phenyl)propan-2-yl)carbamate (CB67) and methanol as solvent; isolated as a yellow gum (0.775 g, 92%): 1H NMR (400 MHz, CDCl3) δ 8.57 (s, 1H), 8.13 (d, J=8.2 Hz, 2H), 7.81 (d, J=9.0 Hz, 2H), 7.39 (dd, J=9.1, 1.0 Hz, 2H), 7.31 (d, J=8.2 Hz, 2H), 2.74 (s, 2H), 2.05 (s, 2H), 1.16 (s, 6H); 19F NMR (376 MHz, CDCl3) δ −58.03; ESIMS m/z 377 ([M+H]+).

Sources & evidence

ORD record
ord-79bff596b78843b5aa3af38c15b29e2a
Source dataset
uspto-grants-2016_02
Patent number
US09249133B2

Reaction notes

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