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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2113059Generated: November 1, 2026

Phenylacetaldehyde → HCID 69037927, compound

https://huagongshe.com/reaction/2113059

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenylacetaldehydeHCID 998—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant3-Amino-6-methyl-1-(tert-butoxycarbonylmethyl)-2-pyridinoneHCID 10490115—
Solvent1,2-DichloroethaneHCID 11—
SolventAcetic AcidHCID 176—
ProductHCID 69037927HCID 6903792747.6%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07524871B2
Source datasetuspto-grants-2009_04
ORD IDord-509102f158b74e2e82e6bc5a41b4f254
Source noteuspto-grants-2009_04