HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 89494611, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (3S)-3-methylmorpholine | HCID 12012220 | — |
| Reactant | 2,4-Dichloro-7,8-dihydro-6H-thiopyrano[3,2-d]pyrimidine | HCID 13307214 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 89494611 | HCID 89494611 | 87% |
Reaction Steps
To a solution of 2,4-dichloro-7,8-dihydro-6H-thiopyrano[3,2-d]pyrimidine (500 mg, 2.26 mmol) and Et3N (457 mg, 4.52 mmol) in DMF (5.0 mL) at 0° C. was added 3-(S)-methylmorpholine (252 mg, 2.49 mmol) dropwise. The reaction was stirred overnight at rt, then the solvent removed under vacuum to give a residue which was partitioned between water and ethyl acetate. The organic layer was separated, dried and concentrated to give the crude product which was purified by column chromatography on silica gel (eluent: petroleum ether/ethyl acetate=10/1) to give 2-chloro-7,8-dihydro-4-((S)-3-methylmorpholino)-6H-thiopyrano[3,2-d]pyrimidine (380 mg, 87%) as a light yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09242993B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-e56ee38a5fd648808cb490dcf1a650d2 |
| Source note | uspto-grants-2016_01 |