HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl chloroformate → (S)-methyl 2-(4-(3-cyclopropylureido)phenyl)-4-(3-methylmorpholino)-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl chloroformate | HCID 6586 | — |
| Reactant | (S)-1-cyclopropyl-3-(4-(4-(3-methylmorpholino)-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-yl)phenyl)urea | HCID 46894114 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (S)-methyl 2-(4-(3-cyclopropylureido)phenyl)-4-(3-methylmorpholino)-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxylate | HCID 46913075 | 17.3% |
Reaction Steps
To a solution of (S)-1-cyclopropyl-3-(4-(4-(3-methylmorpholino)-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-yl)phenyl)urea (example 3) (103 mg, 0.26 mmol) in dioxane (5 mL) at room temperature (20° C.) was added methyl chloroformate (32 uL, 0.23 mmol). The reaction mixture was stirred for 5 h. The solvent was removed in vacuo and the residue purified by prep HPLC (low pH) to afford an orange solid (18 mg, 15%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08785457B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-ee2bfa43eb184c148b69fbb0e1a9b331 |
| Source note | uspto-grants-2014_07 |