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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 474331Generated: October 29, 2026

Triethylamine → 5-chloro-N-(3-(5-chloro-2-methylphenyl)-1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrimidine-3-carboxamide

https://huagongshe.com/reaction/474331

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant5-Chloropyrazolo[1,5-a]pyrimidine-3-carbonyl chlorideHCID 58063136—
Reactant3-(5-chloro-2-methylphenyl)-1-methyl-1H-pyrazol-4-amineHCID 58063407—
SolventDichloromethaneHCID 6344—
Product5-chloro-N-(3-(5-chloro-2-methylphenyl)-1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrimidine-3-carboxamideHCID 5806311587%

Reaction Steps

To a solution of 3-(5-chloro-2-methylphenyl)-1-methyl-1H-pyrazol-4-amine (182.9 mg, 0.4826 mmol, 1.2 equiv) in dichloromethane (5 mL) was added 5-chloropyrazolo[1,5-a]pyrimidine-3-carbonyl chloride (91.2 mg, 0.411 mmol, 1.0 equiv) and triethylamine (0.30 mL, 2.2 mmol, 5.2 equiv) at room temperature. After 16 hours, the reaction mixture was partitioned between ethyl acetate and saturated aqueous sodium bicarbonate solution. The organic layer was dried over magnesium sulfate, filtered, and concentrated to give 143.1 mg (87%) of 5-chloro-N-(3-(5-chloro-2-methylphenyl)-1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrimidine-3-carboxamide which was carried forward without purification. LCMS (ESI) m+H=401.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637526B2
Source datasetuspto-grants-2014_01
ORD IDord-c868f511b74a463eb1974b296217a50c
Source noteuspto-grants-2014_01