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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 75822Generated: October 26, 2026

2-Fluorophenyl isocyanate → (R)-Methyl 2-(3-(4-(3-(2-fluorophenyl)ureido)phenyl)isoxazole-5-carbothioamido)-3-methylbutanoate

https://huagongshe.com/reaction/75822

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Fluorophenyl isocyanateHCID 85588—
Reactant(R)-methyl 2-(3-(4-aminophenyl)isoxazole-5-carbothioamido)-3-methylbutanoateHCID 86656494—
Product(R)-Methyl 2-(3-(4-(3-(2-fluorophenyl)ureido)phenyl)isoxazole-5-carbothioamido)-3-methylbutanoateHCID 8665649365%

Reaction Steps

The title compound was prepared according to the procedure as set forth in example 151, except that 1-fluoro-2-isocyanatobenzene was used in place of 1-fluoro-3-isocyanatobenzene and (R)-methyl 2-(3-(4-aminophenyl)isoxazole-5-carbothioamido)-3-methylbutanoate was used in place of methyl 2-(3-(4-aminophenyl)isoxazole-5-carboxamido)-3-methylbutanoate to yield 65% of the title compound. MS (ESI): m/z 471(M+H)+; 1HNMR (DMSO-d6, 300 MHz): δ 10.935 (s, 1H), 9.355 (s, 1H), 8.640 (s, 1H), 8.161 (s, 1H), 7.891 (s, 2H), 7.634 (d, 3H), 7.256 (s, 1H), 7.162 (s, 1H), 7.038 (s, 1H), 4.835 (s, 1H), 3.689 (s, 3H), 2.507 (s, 1H), 1.049 (d, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835428B2
Source datasetuspto-grants-2014_09
ORD IDord-6bbc4cd33b7847a7ae9bf74ad4c19811
Source noteuspto-grants-2014_09