HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 62707601, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (3S)-3-methylmorpholine | HCID 12012220 | — |
| Reactant | 2,4-Dichloro-7,8-dihydro-5H-thiopyrano[4,3-d]pyrimidine | HCID 15895119 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 62707601 | HCID 62707601 | 58.3% |
Reaction Steps
To a solution of 2,4-dichloro-7,8-dihydro-5H-thiopyrano[4,3-d]pyrimidine (200 mg, 0.9 mmol), and Et3N (182 mg, 1.8 mmol) in DMF (3 mL) at 0° C. was added 3-(S)-methylmorpholine (100 mg, 0.99 mmol). The resultant mixture was stirred at rt overnight. The solvent was removed under vacuum to give a residue which was partitioned between water and ethyl acetate. The organic layer was washed with brine dried and concentrated to give the product which was purified by preparative TLC (petroleum ether/ethyl acetate=2/1) to produce (S)-2-chloro-4-(3-methylmorpholino)-7,8-dihydro-5H-thiopyrano[4,3-d]pyrimidine (150 mg, 58%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09242993B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-a26cc07318e3491caaa8d4347ee57628 |
| Source note | uspto-grants-2016_01 |