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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2298096Generated: October 30, 2026

Hydrochloric Acid → HCID 131723696, compound

https://huagongshe.com/reaction/2298096

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant(1S,4S)-tert-butyl 2,5-diazabicyclo(2.2.1)heptane-2-carboxylateHCID 2760898—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 18381537HCID 18381537—
Solvent1,2-DichloroethaneHCID 11—
SolventMethanolHCID 887—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 131723696HCID 131723696106.2%

Reaction Steps

Prepared according to the method described in Example 66c from 2-chloro-5-(2-oxoethyl)-N-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)-benzamide (0.094 g, Example 66b), 2,5-diazabicyclo[2.2.1]heptane-2-carboxylic acid, 1,1-dimethylethyl ester (0.108 g), sodium triacetoxyborohydride (0.081 g) and 1,2-dichloroethane (2 ml). After work-up, the residue was purified by HPLC eluting with a gradient of 0-5% ethanol in dichloromethane. The white powder obtained was dissolved in methanol (2 ml) and a solution of hydrochloric acid in dioxane (4N, 1 ml) was added. The mixture was stirred for 14 h at room temperature. Solvents were then removed under reduced pressure and the product obtained was triturated with diethyl ether to afford the title compound as a white powder (0.067 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06492355B1
Source datasetuspto-grants-2002_12
ORD IDord-8d516846fefe4d2f85eb9b14cf2e6c30
Source noteuspto-grants-2002_12