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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 75828Generated: October 26, 2026

2-Fluorophenyl isocyanate → (R)-Methyl 1-(3-(4-(3-(2-fluorophenyl)ureido)phenyl)isoxazole-5-carbonyl)pyrrolidine-2-carboxylate

https://huagongshe.com/reaction/75828

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Fluorophenyl isocyanateHCID 85588—
Reactant(R)-methyl 1-(3-(4-aminophenyl)isoxazole-5-carbonyl)pyrrolidine-2-carboxylateHCID 67353968—
Product(R)-Methyl 1-(3-(4-(3-(2-fluorophenyl)ureido)phenyl)isoxazole-5-carbonyl)pyrrolidine-2-carboxylateHCID 6735330958%

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 1-(3-(4-aminophenyl)isoxazole-5-carbonyl)pyrrolidine-2-carboxylate was used in place of methyl 2-(3-(4-aminophenyl) isoxazole-5-carboxamido)-3-methylbutanoate to yield 58% of the title compound. MS (ES+): m/z 453 (M+1); 1HNMR (DMSO-d6, 300 MHz): δ 9.35 (s, 1H), 8.64 (s, 1H), 8.15 (m, 1H), 7.89 (d, 2H), 7.66 (s, 1H), 7.6 (d, 2H), 7.26 (m, 1H), 7.16 (m, 1H), 7.06 (m, 1H), 3.92 (t, 1H), 3.67 (s, 3H), 3.65 (m, 1H), 2.29 (m, 1H), 1.97 (m, 2H), 1.24 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835428B2
Source datasetuspto-grants-2014_09
ORD IDord-0a6a2f619de04136aaf7a6048980df6b
Source noteuspto-grants-2014_09