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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1916088Generated: November 1, 2026

Methanol → HCID 67385284, compound

https://huagongshe.com/reaction/1916088

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantPyridineHCID 1049—
ReactantAcetic AnhydrideHCID 7918—
ReactantHCID 25068200HCID 25068200—
SolventDichloromethaneHCID 6344—
ProductHCID 67385284HCID 67385284100.9%

Reaction Steps

((3R,5R)-5-Methyl-piperidin-3-yl)-carbamic acid tert-butyl ester (0.422 g, 1.971 mmol) was dissolved in DCM. Pyridine (0.2 ml, 2.56 mmol) was added, followed by acetic anhydride (0.24 ml, 2.56 mmol). The resulting colorless solution was stirred at RT overnight. 1 ml of MeOH was added and the mixture was stirred for about 30 minutes before being evaporated. The residue was partitioned between EtOAc and aqueous 1M HCl. The aqueous layer was extracted with EtOAc. The combined organic layers were washed with brine, dried (Na2SO4), filtered, and evaporated. The remaining oil was dried under high vacuum to give 0.51 g of ((3R,5R)-1-acetyl-5-methyl-piperidin-3-yl)-carbamic acid tert-butyl ester as an off-white solid (>95% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08618103B2
Source datasetuspto-grants-2013_12
ORD IDord-703822682a8543eda484f57563098aca
Source noteuspto-grants-2013_12