HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trimethyl orthoformate → HCID 58117084, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trimethyl orthoformate | HCID 9005 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 1-Cyclopropylpiperazine dihydrochloride | HCID 21220812 | — |
| Reactant | 2-Chloro-4-morpholinothieno[2,3-d]pyrimidine-6-carbaldehyde | HCID 56833844 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 58117084 | HCID 58117084 | 61.5% |
Reaction Steps
A mixture of 2-chloro-4-morpholin-4-yl-thieno[2,3-d]pyrimidine-6-carbaldehyde (254 mg), 1-cyclopropyl-piperazine di-HCl (264 mg), sodium triacetoxyborohydride (619 mg) and trimethylorthoformate (968 μL), was stirred in anhydrous 1,2-dichloroethane (25 mL) for 12 hours at room temperature, then diluted with dichloromethane (50 mL), and washed with 50% sodium bicarbonate solution. The organic phase was dried (MgSO4) and the solvents removed in vacuo to give a residue which was purified using flash silica chromatography to yield the title compound (217 mg) as a buff solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08293735B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-29e655f92d2941038e52cdf8245e393e |
| Source note | uspto-grants-2012_10 |