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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1968951Generated: October 29, 2026

Acetic Acid → HCID 59444107, compound

https://huagongshe.com/reaction/1968951

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant3-Amino-4-hydroxybenzonitrileHCID 271258—
Reactanttert-Butyl 4-oxopiperidine-1-carboxylateHCID 735900—
ReactantSodium cyanoborohydrideHCID 5003444—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59444107HCID 5944410787%

Reaction Conditions

Temperature100 °C

Reaction Steps

Polymer supported sodium cyanoborohydride (3531 mg, 7.20 mmol, 2.04 mmol/g) was added to a solution of 3-amino-4-hydroxybenzonitrile (D19, 477 mg, 3.56 mmol), 1,1-dimethylethyl 4-oxo-1-piperidinecarboxylate (709 mg, 3.56 mmol) and acetic acid (1 mL, 17.5 mmol) in tetrahydrofuran (10 mL). The mixture was heated by microwave at 100° C. for 30 min and then for a further 30 min before being filtered and concentrated by rotary evaporation to give 1,1-dimethylethyl 4-[(5-cyano-2-hydroxyphenyl)amino]-1-piperidinecarboxylate (D32, 982 mg, 3.09 mmol, 87% yield) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08426443B2
Source datasetuspto-grants-2013_04
ORD IDord-3f36f2d48f7c4e3b897c8cfdee077383
Source noteuspto-grants-2013_04