HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → 6-(3,4-Difluoro-phenyl)-1-[3-(3',6'-dihydro-[2,4']bip yridinyl-1'-yl)-propylcarbamoyl]-4-methyl-5-methoxycarbonyl-2-oxo-1,2,3,6-tetrahydropyrimidine hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | 6-(3,4-Difluorophenyl)-4-methyl-5-methoxycarbonyl-1-(4-nitrophenoxy)carbonyl-2-oxo-1,2,3,6-tetrahydro-pyrimidine | HCID 15895760 | — |
| Reactant | 3-(3', 6'-dihydro-2'H-[2,4']bipyridyl-1-yl)propylamine | HCID 22725187 | — |
| Product | 6-(3,4-Difluoro-phenyl)-1-[3-(3',6'-dihydro-[2,4']bip yridinyl-1'-yl)-propylcarbamoyl]-4-methyl-5-methoxycarbonyl-2-oxo-1,2,3,6-tetrahydropyrimidine hydrochloride | HCID 69894633 | 89% |
Reaction Steps
A solution of 6-(3,4-difluorophenyl)-4-methyl-5-methoxycarbonyl-1-(4-nitrophenoxy)carbonyl-2-oxo-1,2,3,6-tetrahydro-pyrimidine (20 mg, 0.045 mmol) and 3-(3′,6′-dihydro-2′H-[2,4′]bipyridyl-1-yl)propylamine (9.7 mg, 0.045 mmol) in CH2Cl2 (10 ml) was stirred at room temperature for 3 days. The solvent was removed in vacuum. The residue was separated on preparative TLC (CHCl3/MeOH=100/15) to get the title compound (21 mg, 89% yield) as a yellow solid. Hydrochloride salt was made with HCl in ether. M.P. of the salt: 242-244° C. Calcd for C27H29N5O4F2+2.0 HCl+1.05 CHCl3+1.05 ether: C, 48.32%; H, 5.35%; N, 8.74%. Found: C, 48.10%; H, 5.13%; N, 8.72%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06245773B1 |
| Source dataset | uspto-grants-2001_06 |
| ORD ID | ord-a70db0cdd321470ab1af8cb81bd993f0 |
| Source note | uspto-grants-2001_06 |