HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium cyanoborohydride → [(2,5-Diaza-bicyclo[2.2.1]hept-2-yl)-ethyl]-(5,6-diphenyl-furo[2,3-d]pyrimidin-4-yl)-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | 4-(2,2-Diethoxyethyl)amino-5,6-diphenyl furo[2,3-d]pyrimidine | HCID 58603289 | — |
| Reactant | 2,5-Diazabicyclo[2.2.1]heptane hydrobromide | HCID 68460841 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | [(2,5-Diaza-bicyclo[2.2.1]hept-2-yl)-ethyl]-(5,6-diphenyl-furo[2,3-d]pyrimidin-4-yl)-amine | HCID 11711288 | — |
Reaction Steps
A mixture of 109 (10 mg, crude, 0.03 mmol for aldehyde) (made from compound 108 as in the preparation for 110) and 2,5-diaza-bicyclo[2.2.1]heptane hydrobromide (10 mg, 0.056 mmol) in 5% acetic acid solution in DCE (1 mL) was stirred at rt for 20 min. Sodium cyanoborohydride (20 mg, 0.32 mmol) was added and the reaction mixture was stirred at rt overnight. The reaction mixture was directly purified by HPLC, providing 136. MS: 412.2 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07776867B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-095e869a275f44098eedb57054392d7f |
| Source note | uspto-grants-2010_08 |