HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Chloro-4-morpholinothieno[3,2-d]pyrimidine-6-carbaldehyde → HCID 86638093, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Chloro-4-morpholinothieno[3,2-d]pyrimidine-6-carbaldehyde | HCID 45789985 | — |
| Reactant | HCID 68715963 | HCID 68715963 | — |
| Product | HCID 86638093 | HCID 86638093 | 69.5% |
Reaction Steps
The reaction mixture was cooled and diluted with dichloromethane (30 ml), washed with water, brine and dried (MgSO4). The solvents were removed in vacuo to give a residue which was purified by silica flash chromatography to give 4-[benzyl-(2-methoxy-ethyl)-amino]-piperidine-1-carboxylic acid tert-butyl ester as a white solid (484 mg). 4-[Benzyl-(2-methoxy-ethyl)-amino]-piperidine-1-carboxylic acid tert-butyl ester (442 mg), and 2-chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidine-6-carbaldehyde (300 mg) were treated under standard reductive amination conditions to give benzyl-[1-(2-chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidine-6-ylmethyl)-piperidin-4-yl]-(2-methoxy-ethyl)-amine (379 mg), as an oil which crystallized on standing.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08697693B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-959f2061b39b4708b2045412d077d947 |
| Source note | uspto-grants-2014_04 |