HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 59446979, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | N-Methylcyclohexylamine | HCID 7514 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methyl 2,4-dichloropyrimidine-6-carboxylate | HCID 239689 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59446979 | HCID 59446979 | — |
Reaction Steps
A cooled (0° C.) solution of methyl 2,4-dichloropyrimidine-6-carboxylate (Apollo, OR2558, 25.00 g; 120 mmol) in THF (500 mL) was treated with a solution of n-methylcyclohexylamine (Aldrich, 15.7 ml; 121 mmol) and triethylamine (18.4 ml; 133 mmol) in THF (250 mL). The reaction mixture was stirred for 16 hours at RT. Water (250 mL) was poured into the reaction mixture which was extracted with EtOAc. The combined organic extracts were dried over magnesium sulfate, filtered and concentrated to obtain the crude product, which was purified by recrystallisation from MTBE. The title product was obtained as a beige solid (25.7 g, 75%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08399448B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-d9bc4d9810c44dfbb90ec39aaafa77a7 |
| Source note | uspto-grants-2013_03 |