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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 75609Generated: October 29, 2026

Diisopropylethylamine → [5-tert-Butyl-2-(3-morpholin-4-yl-phenyl)-2H-pyrazol-3-yl]-carbamic acid 2,2,2-trichloro-ethyl ester

https://huagongshe.com/reaction/75609

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2,2,2-Trichloroethyl chloroformateHCID 87063—
ReactantHCID 86686708HCID 86686708—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product[5-tert-Butyl-2-(3-morpholin-4-yl-phenyl)-2H-pyrazol-3-yl]-carbamic acid 2,2,2-trichloro-ethyl esterHCID 8668670946.7%

Reaction Steps

2,2,2-Trichloroethylchloroformate (175 mg, 0.82 mmol) was added dropwise to a solution of Intermediate 23d (190 mg, 0.63 mmol) and DIPEA (244 mg, 1.89 mmol) in THF (10 mL), and the mixture stirred at RT for 1.5 h. The mixture was diluted with water and extracted with EtOAc (×2). The combined organic layers were washed with brine, dried (MgSO4), filtered and evaporated in vacuo. The residue was purified by FCC, using 0-50% EtOAc in cyclohexane, to give the title compound (140 mg, 46%). LCMS (Method 4): Rt 3.94, m/z 475 [MH+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835431B2
Source datasetuspto-grants-2014_09
ORD IDord-7447b043c21849b1bac8cc0797da5bd1
Source noteuspto-grants-2014_09