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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2282418Generated: October 27, 2026

Sodium Hydroxide → [5-tert-Butyl-2-(3-hydroxymethyl-phenyl)-2H-pyrazol-3-yl]-carbamic acid 2,2,2-trichloro-ethyl ester

https://huagongshe.com/reaction/2282418

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant2,2,2-Trichloroethyl chloroformateHCID 87063—
Reactant[3-(5-Amino-3-tert-butyl-pyrazol-1-yl)-phenyl]-methanolHCID 21867318—
SolventEthyl AcetateHCID 8857—
Product[5-tert-Butyl-2-(3-hydroxymethyl-phenyl)-2H-pyrazol-3-yl]-carbamic acid 2,2,2-trichloro-ethyl esterHCID 8668700799.8%

Reaction Steps

To a bi-phasic mixture of Intermediate 29b (737 mg, 3.00 mmol) in EtOAc (22.5 mL) and 1N NaOH solution (8.11 mL, 8.11 mmol) at 0° C. was added 2,2,2-trichloroethyl chloroformate (0.45 mL, 3.30 mmol) and the mixture stirred for 1.25 h. The layers were separated and the organic layer was washed with brine, dried and concentrated in vacuo to give the title compound as an off-white solid (1.26 g, 99%). LCMS (Method 3): Rt 4.00 min, m/z 420, 422 [MH+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09139584B2
Source datasetuspto-grants-2015_09
ORD IDord-d7c3ebdb37b848b6ba68295d4dc76c65
Source noteuspto-grants-2015_09