HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 69085270, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 69018345 | HCID 69018345 | — |
| Reactant | HCID 86591905 | HCID 86591905 | — |
| Solvent | 1,1-Dichloroethane | HCID 6365 | — |
| Solvent | Ethyl acetate hexane | HCID 21226206 | — |
| Product | HCID 69085270 | HCID 69085270 | — |
Reaction Steps
2-((R)-1-Amino-2-methyl-propyl)-3-benzyl-5,6-dimethyl-3-H-pyrimidin-4-one (0.500 g, 1.75 mMol) and 2H-isoindole-2-acetaldehyde [2913-97-5] (0.661 g 3.50 mMol) were dissolved in dichloroethane (20 mL). Glacial acetic acid was added (0.400 mL, 0.70 mMol) followed by sodium triacetoxy borohydride (0.942 g, 4.40 mMol). The reaction stirred at room temperature under nitrogen for 3.5 h. The reaction was quenched with NaHCO3 (sat. Aq.) and extracted with EtOAc (3×). The organic layer was evaporated under reduced pressure and purified by flash chromatography. (EtOAc/hexane 50–95% gradient) to give the title compound 420 mg (0.92 mMol) MS (ES) m/e 459 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07166595B2 |
| Source dataset | uspto-grants-2007_01 |
| ORD ID | ord-eba06cd966124328917c851c566b65c0 |
| Source note | uspto-grants-2007_01 |