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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1946672Generated: October 25, 2026

Diisopropylethylamine → 6-chloro-N-1H-indazol-5-ylpyrimidine-4-carboxamide

https://huagongshe.com/reaction/1946672

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant1H-Indazol-5-amineHCID 88012—
Reactant6-Chloropyrimidine-4-carbonyl chlorideHCID 18422098—
Reactant6-chloro-N-(4-hydroxyphenyl)pyrimidine-4-carboxamideHCID 59446876—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
Product6-chloro-N-1H-indazol-5-ylpyrimidine-4-carboxamideHCID 59446880—

Reaction Steps

To a cooled (0° C.) solution of 6-chloropyrimidine-4-carbonyl chloride in DCM (60 mL), obtained as described above for Intermediate 7, step 1 (798 mg; 4.51 mmol) was added dropwise, during a period of 30 minutes, a solution of 5-aminoindazole (Aldrich, 500 mg; 3.76 mmol) and DIEA (1.29 ml; 7.51 mmol) in dry DMF (5 mL). At the end of addition the reaction mixture was concentrated in vacuo, diluted with water and extracted with EtOAc. A white precipitate separated from the organic phase. It was filtered and dried in vacuo to afford the title compound as a beige solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399448B2
Source datasetuspto-grants-2013_03
ORD IDord-d28216013b0a4c008eef597759c5c7f0
Source noteuspto-grants-2013_03