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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2284975Generated: 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/2284975

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 numberUS09145413B2
Source datasetuspto-grants-2015_09
ORD IDord-e6173ed3ea4d418b91ee6471e7c41fe0
Source noteuspto-grants-2015_09