Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 734863Generated: October 30, 2026

Acetic Acid → HCID 57845321, compound

https://huagongshe.com/reaction/734863

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant4-MethylpiperidineHCID 69381—
ReactantSodium BicarbonateHCID 516892—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 86076940HCID 86076940—
SolventTetrahydrofuranHCID 8028—
ProductHCID 57845321HCID 57845321—

Reaction Steps

74 mg (0.35 mmol) of sodium triacetoxyborohydride and 41 μL (0.73 mmol) of HOAc were added to a solution of 100 mg (0.288 mmol) of 3-{5-[5-(4-chlorophenyl)pyridin-2-ylethynyl]pyridin-2-yl}propionaldehyde and 34 μL (0.288 mmol) of 4-methylpiperidine in 6 mL of THF and the mixture was stirred for 16 hours at RT. Saturated aqueous sodium bicarbonate solution was added and the aqueous phase was extracted with EtOAc. The combined organic extracts were dried over magnesium sulfate and evaporated down in vacuo. Yield: 44 mg (35% of theoretical); C27H28ClN3 (M=429.984); calc.: molpeak (M+H)+: 430/432 (Cl); found: molpeak (M+H)+: 430/432 (Cl); HPLC-MS: 7.65 minutes (method A).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07592358B2
Source datasetuspto-grants-2009_09
ORD IDord-d742059491aa4de982b7fd66b55b4808
Source noteuspto-grants-2009_09