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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 749198Generated: October 26, 2026

Dichloromethane → 3-{[7-(3-chloropropoxy)-6-methoxyquinazolin-4-yl]amino}-N-(3-fluorophenyl)-1H-pyrazole-5-carboxamide

https://huagongshe.com/reaction/749198

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
Reactant1,4-DioxaneHCID 31275—
Reactant4-Chloro-7-(3-chloropropoxy)-6-methoxyquinazolineHCID 57447227—
Reactant3-amino-N-(3-fluorophenyl)-1H-pyrazole-5-carboxamideHCID 64523814—
SolventHydrochloric AcidHCID 313—
SolventDimethylacetamideHCID 31374—
Product3-{[7-(3-chloropropoxy)-6-methoxyquinazolin-4-yl]amino}-N-(3-fluorophenyl)-1H-pyrazole-5-carboxamideHCID 6898746188%

Reaction Steps

3-Amino-N-(3-fluorophenyl)-1H-pyrazole-5-carboxamide (153 mg, 0.69 mmol) in dimethylacetamide (1.8 ml) and HCl in dioxane (4 M solution in dioxane, 174 μl, 0.69 mmol) was reacted with 4-chloro-7-(3-chloropropoxy)-6-methoxyquinazoline (200 mg, 0.69 mmol) at 90° C. for 1.5 hour. Dichloromethane (35 ml) was added to the cooled reaction mixture, and the solid recovered by filtration, washed with dichloromethane and dried to yield 3-{[7-(3-chloropropoxy)-6-methoxyquinazolin-4-yl]amino}-N-(3-fluorophenyl)-1H-pyrazole-5-carboxamide (286 mg, 81% yield):

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07402585B2
Source datasetuspto-grants-2008_07
ORD IDord-4dc25890c54c435fb884c5cabd4bf5ab
Source noteuspto-grants-2008_07