HuagongsheHuagongshe Chemistry Print Report · For research reference only
Guanidine Hydrochloride → 2-Amino-6-{[4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridin-2-yl]methoxymethyl}-4-pyrimidone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Guanidine Hydrochloride | HCID 5742 | — |
| Reactant | 1,5-Diazabicyclo(4.3.0)non-5-ene | HCID 76349 | — |
| Reactant | Ethyl 4-{[4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridin-2-yl]methoxy}acetoacetate | HCID 70044209 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-Amino-6-{[4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridin-2-yl]methoxymethyl}-4-pyrimidone | HCID 136387292 | 23.5% |
Reaction Steps
A solution of guanidine hydrochloride (0.20 g), ethyl 4-{[4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridin-2-yl]methoxy}acetoacetate (0.99 g), and 1,5-diazabicyclo[4.3.0]non-5-ene (0.30 g) in ethanol (50 ml) was stirred at room temperature for 5 days and then evaporated. The residue was dissolved in chloroform and washed with 2M hydrochloric acid, 10% aqueous sodium carbonate, and water, dried (MgSO4), and evaporated. The residual solid was recrystallised from ethyl acetate to give the title compound (0.23 g), m.p. 185°-187° C. Found: C,56.08; H,5.14; N,11.33. C23H25ClN4O6 requires C,56.50; H,5.15; N,11.46%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04568677 |
| Source dataset | uspto-grants-1986_02 |
| ORD ID | ord-e08c39c1377e41cbadf773f8065cfdc4 |
| Source note | uspto-grants-1986_02 |