HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyano-borohydride → HCID 11294189, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyano-borohydride | HCID 498716 | — |
| Reactant | (1S)-2-amino-1-phenylethan-1-ol | HCID 643217 | — |
| Reactant | HCID 11416569 | HCID 11416569 | — |
| Catalyst | Acetic Acid | HCID 176 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 11294189 | HCID 11294189 | 56.2% |
Reaction Steps
1-(4-Amino-9-propyl-pyrido[3′,2′:4,5]thieno[3,2-d]pyrimidin-7-yl)-piperidin-4-one (Example 4) (341 mg, 1.00 mmol) and (S)-2-amino-1-phenylethanol (142 mg, 1.00 mmol) was dissolved in 10 mL of dry DMF. MP-Cyanoborohydride (0534 mg, 1.20 mmol) was added followed by 10 drops of glacial acetic acid. This mixture was shaken for 16 h. The resin was removed by filtration and washed with MeOH and dichloromethane. The filtrate was evaporated. The residue was treated with 2 M sodium carbonate solution. The resulting solid was collected by filtration and recrystalized from MeOH/acetonitrile to give the title compound as a pale-colored solid (0.260 g, 56%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07291733B2 |
| Source dataset | uspto-grants-2007_11 |
| ORD ID | ord-3c3697ba8aa845259f3d10b737ad67a3 |
| Source note | uspto-grants-2007_11 |