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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2356842Generated: November 1, 2026

Hydrochloric Acid → HCID 68455930, compound

https://huagongshe.com/reaction/2356842

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantN-carbobenzyloxyalanineHCID 736104—
ReactantHCID 59385407HCID 59385407—
SolventPyridineHCID 1049—
ProductHCID 68455930HCID 68455930—

Reaction Steps

A solution of 0.68 g (1.7 mmol) of 4-(5-amino-1-tert-butyl-1H-pyrazol-3-yl)-4-phenylpiperidine-1-carboxylic acid tert-butyl ester and 0.39 g (1.7 mmol) of carbobenzyloxy-L-alanine in 9.0 mL of dry pyridine was stirred at −10° C. as 0.18 mL (1.9 mmol) of POCl3 was added. After 25 min, the reaction mixture was poured into 1M HCl and extracted with EtOAc. The organic layer washed with sat. aq. NaHCO3, dried over MgSO4 and concentrated. Purification on silica gel using 50:50 EtOAc-hexanes as eluant afforded 4-[5-(2-benzyloxycarbonylamino-propionylamino)-1-tert-butyl-1H-pyrazol-3-yl]-4-phenylpiperidine-1-carboxylic acid tert-butyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07759382B2
Source datasetuspto-grants-2010_07
ORD IDord-f17f5344aaf74060aa689193832cfd68
Source noteuspto-grants-2010_07