HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenylacetaldehyde → HCID 69037927, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenylacetaldehyde | HCID 998 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 3-Amino-6-methyl-1-(tert-butoxycarbonylmethyl)-2-pyridinone | HCID 10490115 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 69037927 | HCID 69037927 | 47.6% |
Reaction Steps
Sodium triacetoxyborohydride (0.67 g, 3.15 mmol) was added to a stirred solution of tert-butyl 2-[3-amino-6-methyl-2-oxo-1(2H)-pyridinyl]acetate (EXAMPLE 1, STEP 1-3), (0.5 g, 2.10 mmol) and phenyl acetaldehyde (0.18 mL, 2.33 mmol) in 0.24 M acetic acid (0.14 mL) in 1,2-dichloroethane (11 mL). After 16 h the mixture was quenched with water and extracted into ethylacetate. The ethyl acetate layer was washed with sodium carbonate solution and brine, dried (Na2SO4) and evaporated under reduced pressure to a glass. The crude product was purified by flash column chromatography (silicagel, eluant CH2Cl2/MeOH=40/1) to give 0.34 g (1.00 mmol) of a light blue solid compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07524871B2 |
| Source dataset | uspto-grants-2009_04 |
| ORD ID | ord-509102f158b74e2e82e6bc5a41b4f254 |
| Source note | uspto-grants-2009_04 |