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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 460200Generated: October 30, 2026

Acetic Acid → HCID 18771613, compound

https://huagongshe.com/reaction/460200

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantPiperidineHCID 8082—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant2-Acetyl-6-bromopyridineHCID 11298578—
SolventDichloromethaneHCID 6344—
ProductHCID 18771613HCID 18771613—

Reaction Conditions

Temperature40 °C

Reaction Steps

To a stirred solution of 1-(6-bromo-pyridin-2-yl)-ethanone (600 mg, 3.01 mmol) in dry CH2Cl2 (20 mL) was added piperidine (0.5 mL) followed by NaBH(OAc)3 (1.3 g, 12.06 mmol) and HOAc (0.7 mL, 6.03 mmol). The mixture was heated at 40° C. for 72 h. The reaction was quenched with 2M Na2CO3 and stirred 1 h. The organic layer was collected, dried over MgSO4 and concentrated in vacuo. This crude compound was purified by chromatography on silica gel. Elution with hexane:acetone mixture (90:10) gave a light yellow solid. MS m/z: 269.2 (M+H). Calc'd. for C12H17BrN2-268.06.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07196104B2
Source datasetuspto-grants-2007_03
ORD IDord-1a7f9b0228e34780bf0f48e591897bec
Source noteuspto-grants-2007_03