[3-(4-Methyl-piperazin-1-yl)-5-trifluoromethyl-phenyl]-carbamic acid tert-butyl ester → 3-(4-Methylpiperazin-1-YL)-5-(trifluoromethyl)aniline

HRID 2099457Notes

Reaction equation

HRID 2099457 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:9]=[C:10]([NH:18]C(=O)OC(C)(C)C)[CH:11]=[C:12]([C:14]([F:17])([F:16])[F:15])[CH:13]=2)[CH2:4][CH2:3]1.N1(C2C=C(NC(=O)OC(C)(C)C)C=C(C(F)(F)F)C=2)CCOCC1>>[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([C:8]2[CH:9]=[C:10]([NH2:18])[CH:11]=[C:12]([C:14]([F:17])([F:15])[F:16])[CH:13]=2)[CH2:6][CH2:7]1

Participants

3

Reactant 2

HCID 69244832[3-(4-Methyl-piperazin-1-yl)-5-trifluoromethyl-phenyl]-carbamic acid tert-butyl esterHCID 86606802(3-Morpholin-4-yl-5-trifluoromethyl-phenyl)-carbamic acid tert-butyl ester

Product 1

HCID 185430443-(4-Methylpiperazin-1-YL)-5-(trifluoromethyl)aniline

Procedure

Utilising the procedure described in Example 90c, but employing [3-(4-methyl-1-piperazinyl)-5-(trifluoromethyl)phenyl]-carbamic acid, 1,1-dimethylethyl ester (Example 94a) in lieu of [3 (4-morpholinyl)-5-(trifluoromethyl)phenyl]-carbamic acid, 1,1-dimethylethyl ester, afforded the title compound as oil. 1H-NMR (400 MHz, DMSO-d6): 2.20 (s, 3H), 2.42 (m, 4H), 3.07 (m, 4H), 3.32 (br s, 2H), 5.34 (s, 1H) and 6.31 (s, 2H).

Sources & evidence

ORD record
ord-1390f8b53ef84cda8122e32acc8987a3
Source dataset
uspto-grants-2009_08
Patent number
US07569566B2

Reaction notes

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