HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Fluorophenyl isocyanate → (R)-Methyl 1-(3-(4-(3-(2-fluorophenyl)ureido)phenyl)isoxazole-5-carbonyl)pyrrolidine-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Fluorophenyl isocyanate | HCID 85588 | — |
| Reactant | (R)-methyl 1-(3-(4-aminophenyl)isoxazole-5-carbonyl)pyrrolidine-2-carboxylate | HCID 67353968 | — |
| Product | (R)-Methyl 1-(3-(4-(3-(2-fluorophenyl)ureido)phenyl)isoxazole-5-carbonyl)pyrrolidine-2-carboxylate | HCID 67353309 | 58% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08835428B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-0a6a2f619de04136aaf7a6048980df6b |
| Source note | uspto-grants-2014_09 |