HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 89494574, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (3S)-3-methylmorpholine | HCID 12012220 | — |
| Reactant | 2,4-Dichloro-6,7-dihydrothieno[3,2-d]pyrimidine | HCID 45789967 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 89494574 | HCID 89494574 | 46% |
Reaction Steps
To a solution of 2,4-dichloro-6,7-dihydrothieno[3,2-d]pyrimidine (200.0 mg, 0.96 mmol) and Et3N (195.5 mg, 1.93 mmol) in DMF (2.0 mL) at 0° C. was added (S)-3-methylmorpholine (97.7 mg) dropwise. The mixture was stirred overnight at rt then was partitioned between H2O and ethyl acetate. The aqueous layer was extracted with ethyl acetate and the combined organic layers washed with brine, dried over anhydrous Na2SO4, filtered, evaporated and then the crude product which was purified by column chromatography on silica gel (eluent: PE/EA=20:1-2/1) to provide (S)-2-chloro-4-(3-methylmorpholino)-6,7-dihydrothieno[3,2-d]pyrimidine as a light yellow solid (120 mg, 46%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09242993B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-6119deeee0f94d4199dd1cd49f8ea839 |
| Source note | uspto-grants-2016_01 |