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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 645985Generated: October 29, 2026

Hydrochloric Acid → 1-[(4-{[(Tert-butoxycarbonyl)amino]methyl}piperidin-1-yl)methyl]cyclobutanecarboxylic acid

https://huagongshe.com/reaction/645985

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantEthyl 1-[(4-{[(tert-butoxycarbonyl)amino]methyl}piperidin-1-yl)methyl]cyclobutanecarboxylateHCID 67232257—
SolventEthanolHCID 702—
Product1-[(4-{[(Tert-butoxycarbonyl)amino]methyl}piperidin-1-yl)methyl]cyclobutanecarboxylic acidHCID 6723282398%

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of Ethyl 1-[(4-{[(tert-butoxycarbonyl)amino]methyl}piperidin-1-yl) methyl]cyclobutanecarboxylate (4.2 g, 11.9 mmol, Step 5), 2N NaOH (18 mL) and EtOH (12 mL) was heated at 50° C. for 4 hrs. The resulting solution was cooled in ice bath and 2N HCl (ca 19 mL) was added until pH of the mixture was ca 5-6. The whole was extracted with CH2Cl2/iPrOH (3:1, 30 mL×3). Combined organic layer was dried (Na2SO4) and filtered. The filtrate was concentrated to give 3.8 g (98%) of the titled compound as yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07705020B2
Source datasetuspto-grants-2010_04
ORD IDord-b783dabb439245a284deca4cf526c332
Source noteuspto-grants-2010_04