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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 75827Generated: October 25, 2026

2-Fluorophenyl isocyanate → Methyl 4-(3-(4-(3-(2-fluorophenyl)ureido)phenyl)isoxazole-5-carboxamido)butanoate

https://huagongshe.com/reaction/75827

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Fluorophenyl isocyanateHCID 85588—
ReactantMethyl 4-(3-(4-aminophenyl)isoxazole-5-carboxamido)butanoateHCID 67352605—
ProductMethyl 4-(3-(4-(3-(2-fluorophenyl)ureido)phenyl)isoxazole-5-carboxamido)butanoateHCID 6735216273%

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 methyl 4-(3-(4-aminophenyl)isoxazole-5-carboxamido)butanoate was used in place of methyl 2-(3-(4-aminophenyl)isoxazole-5-carboxamido)-3-methylbutanoate to yield 73% of the title compound. MS (ES+): m/z 441 (M+1); 1HNMR (DMSO-d6, 300 MHz): δ 9.3 (s, 1H), 9.0 (t, 1H), 8.62 (s, 1H), 8.12 (m, 1H), 7.85 (d, 2H), 7.61 (d, 2H), 7.53 (s, 1H), 7.24 (m, 1H), 7.1 (m, 1H), 7.02 (m, 1H), 3.57 (s, 3H), 3.26 (q, 2H), 2.36 (t, 2H), 1.77 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835428B2
Source datasetuspto-grants-2014_09
ORD IDord-560224ea1c444a699f347de11a3d4043
Source noteuspto-grants-2014_09