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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 908230Generated: October 30, 2026

Azetidine → ethyl 4-(azetidine-1-carbonyl)-1-methyl-1H-pyrazole-5-carboxylate

https://huagongshe.com/reaction/908230

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzetidineHCID 10422—
ReactantDiisopropylethylamineHCID 81531—
ReactantPropylphosphoric anhydrideHCID 16167369—
Reactant5-(ethoxycarbonyl)-1-methyl-1H-pyrazole-4-carboxylic acidHCID 45923657—
SolventEthyl AcetateHCID 8857—
Productethyl 4-(azetidine-1-carbonyl)-1-methyl-1H-pyrazole-5-carboxylateHCID 67041800111.3%

Reaction Conditions

Temperature0 °C

Reaction Steps

Propylphosphonic anhydride solution (50% in ethyl acetate, 8.0 ml) was added to a cooled (0° C.) solution of 2-methyl-2H-pyrazole-3,4-dicarboxylic acid 3-ethyl ester (1.00 g, 5.0 mmol), azetidine (576 mg, 10.1 mmol), and N,N-diisopropylethylamine (2.0 g) in ethyl acetate (40 ml). The mixture was stirred for 30 min at 0° C. and overnight at r.t. The reaction mixture was taken up in ethyl acetate, washed with water, dried (Na2SO4) and evaporated. The obtained title compound (1.32 g, 99%) was used in the next step without further purification. MS (m/e)=238.3 [M+H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08017604B2
Source datasetuspto-grants-2011_09
ORD IDord-ceee99e618a04950a20a399b16709f6b
Source noteuspto-grants-2011_09