Trifluoroacetic acid → HCID 69519415, compound

HRID 1180063Notes

Reaction equation

HRID 1180063 reaction equation
[C:1](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.[SH:27][C:28]1[N:29](C)[CH:30]=[CH:31][N:32]=1>>[CH3:1][CH:9]([S:27][C:28]1[NH:29][CH:30]=[CH:31][N:32]=1)[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

Participants

4

Reactant 3

HCID 6422Trifluoroacetic acidHCID 69518671Methyl-phenyl-carbamic Acid 4-hydroxymethyl-phenyl EsterHCID 178480602HCID 178480602, compound

Product 1

HCID 69519415HCID 69519415, compoundYield 22%

Procedure

The title compound was prepared as its TFA salt in 22% yield as an oil using methyl-phenyl-carbamic acid 4-hydroxymethyl-phenyl ester and 2-mercapto-1-methylimidazole. 1H NMR (400 MHz; CDCl3): δ 3.34 (s, 3H), 3.40 (br s, 3H), 4.30 (s, 2H), 6.98 (br s, 2H), 7.08-7.11 (m, 3H), 7.27-7.42 (m, 5H), 7.48 (d, 1H); HPLC-MS: m/z=354.1 (M+1); Rt=2.12 min.

Sources & evidence

ORD record
ord-89bf9d3ec4e148dc96d99ea4f45212f3
Source dataset
uspto-grants-2007_10
Patent number
US07279470B2

Reaction notes

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