HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 59446992, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Cyclopropanemethanamine, N-propyl- | HCID 117787 | — |
| Reactant | Methyl 2,4-dichloropyrimidine-6-carboxylate | HCID 239689 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59446992 | HCID 59446992 | — |
Reaction Steps
A cooled (0° C.) solution of methyl 2,4-dichloropyrimidine-6-carboxylate (Apollo, 10.00 g; 48.3 mmol) in dry THF (200 ml) was treated dropwise over 1 hour with a solution of N-(cyclopropylmethyl)propane-1-amine (6.92 ml; 48.3 mmol) and triethylamine (7.37 ml; 53.1 mmol) in THF (100 ml). The reaction mixture was stirred at room temperature for 18 hours. Water (200 mL) was poured into the reaction mixture, which was extracted with EtOAc. The combined organic extracts were dried over MgSO4, filtered and concentrated under vacuum to afford the crude product, which was precipitated from MTBE (50 mL) to give the title compound as a beige solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09150519B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-85b3607ee1814e968c03bfe079cf8dfe |
| Source note | uspto-grants-2015_10 |