Trifluoroacetic acid → Methyl-phenyl-carbamic Acid 4-[1,2,4]triazol-1-ylmethyl-phenyl Ester

HRID 1180067Notes

Reaction equation

HRID 1180067 reaction equation
C(O)(C(F)(F)F)=O.O[CH2:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][C:17](=[O:26])[N:18]([CH3:25])[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[CH:12][CH:11]=1.[NH:27]1[CH:31]=[N:30][CH:29]=[N:28]1>>[N:27]1([CH2:9][C:10]2[CH:15]=[CH:14][C:13]([O:16][C:17](=[O:26])[N:18]([CH3:25])[C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[CH:12][CH:11]=2)[CH:31]=[N:30][CH:29]=[N:28]1

Participants

4

Reactant 3

HCID 6422Trifluoroacetic acidHCID 92571H-1,2,4-TriazoleHCID 69518671Methyl-phenyl-carbamic Acid 4-hydroxymethyl-phenyl Ester

Product 1

HCID 69519634Methyl-phenyl-carbamic Acid 4-[1,2,4]triazol-1-ylmethyl-phenyl EsterYield 27%

Procedure

The title compound was prepared as its TFA salt in 27% yield as an oil using methyl-phenyl-carbamic acid 4-hydroxymethyl-phenyl ester and 1,2,4-triazole. 1H NMR (400 MHz; CDCl3): δ 3.42 (br s, 3H), 5.34 (s, 2H), 7.15 (br d, 2H), 7.26-7.43 (m, 7H), 8.10 (s, 1H), 8.38 (s, 1H); HPLC-MS: m/z=309.1 (M+1); Rt=2.74 min.

Sources & evidence

ORD record
ord-e415d1ce298a4de7bc5a16d2107d20c9
Source dataset
uspto-grants-2007_10
Patent number
US07279470B2

Reaction notes

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