HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl formate → HCID 23087998, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl formate | HCID 7865 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | N-Boc-glycine methyl ester | HCID 637609 | — |
| Reactant | Carbamimidic acid, methyl ester, hydrochloride (1:1) | HCID 3083899 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | tert-Butyl methyl ether | HCID 15413 | — |
| Product | HCID 23087998 | HCID 23087998 | 43% |
Reaction Steps
Under a nitrogen atmosphere, MTBE (3 ml) was added to 60% sodium hydride (0.10 g). Methyl-N-tert-butoxycarbonyl-glycinate (0.39 g, 2.05 mmol) and methyl formate (0.31 g, 5.13 mmol) were dissolved in MTBE (2 ml) in an ice bath and the solution was added dropwise over 1 hr. After overnight stirring at normal temperature, the precipitate was collected by filtration and the crystal and O-methylisourea hydrochloride (0.22 g, 2.05 mmol) were stirred overnight at 40° C. in methanol. The reaction mixture was analyzed by HPLC. As a result, 2-methoxy-6-oxo-5-tert-butoxycarbonylamino-1,6-dihydropyrimidine (0.21 g, 0.88 mmol, yield 43%) was contained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07507738B2 |
| Source dataset | uspto-grants-2009_03 |
| ORD ID | ord-68a311cfdda04b29ba6b15d97ba6f2e8 |
| Source note | uspto-grants-2009_03 |