HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 58117100, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 7-Methyl-2,7-diazaspiro[3.5]nonane | HCID 10997117 | — |
| Reactant | 2-Chloro-4-morpholinothieno[3,2-d]pyrimidine-6-carbaldehyde | HCID 45789985 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | HCID 58117100 | HCID 58117100 | 30% |
Reaction Steps
To a solution of 2-chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidine-6-carbaldehyde (72 mg, 0.254 mmol) in DCE (7 mL) was added 7-methyl-2,7-diaza-spiro[3.5]nonane (45 mg, 0.321 mmol). The mixture was stirred at RT for 10 min, then sodium triacetoxyborohydride (81 mg, 0.382 mmol) was added and stirring was continued for 3 h. To the reaction mixture was added water and the resulting solution was loaded onto an Isolute® SCX-2 cartridge. The cartridge was washed with MeOH and the desired product was eluted with 2 M NH3 in MeOH an concentrated in vacuo. The resultant residue was purified by column chromatography to give the title compound as a yellow oil (31 mg, 30%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08293735B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-ce92cd053b534372a07f274f23759769 |
| Source note | uspto-grants-2012_10 |