HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Methylpentane → 6-Carbamoyl-2-chloro-4-[5-(3-fluoro-5-morpholinobenzamido)-2-methylanilino]-pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Methylpentane | HCID 7892 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2,6-Dichloropyrimidine-4-carboxamide | HCID 241128 | — |
| Reactant | N-(3-amino-4-methylphenyl)-3-fluoro-5-morpholinobenzamide | HCID 11450304 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Solvent | Water | HCID 962 | — |
| Product | 6-Carbamoyl-2-chloro-4-[5-(3-fluoro-5-morpholinobenzamido)-2-methylanilino]-pyrimidine | HCID 9913226 | 12.1% |
Reaction Steps
A mixture of N-(3-amino-4-methylphenyl)-3-fluoro-5-morpholinobenzamide (0.33 g), 6-carbamoyl-2,4-dichloropyrimidine (0.212 g), N,N-di-isopropylethylamine (0.53 ml) and n-butanol (5 ml) was stirred and heated to reflux for 36 hours. Water and isohexane were added and the precipitated product was isolated and dried. There was thus obtained the title compound (0.059 g); NMR Spectrum: (DMSOd6) 2.14 (s, 3H), 3.23 (m, 4H), 3.72 (m, 4H), 6.97 (d, 1H), 7.12 (d, 1H), 7.29 (m, 2H), 7.6 (d, 1H), 7.74 (s, 1H), 7.81 (s, 1H), 7.92 (s, 1H), 9.9 (s, 1H), 10.21 (s, 1H); Mass Spectrum: M−H′ 483 & 485.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06846827B1 |
| Source dataset | uspto-grants-2005_01 |
| ORD ID | ord-502dd877952742f0bb9e74b76ddf062d |
| Source note | uspto-grants-2005_01 |