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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1408434Generated: October 27, 2026

Hydrochloric Acid → methyl N-[[2-chloro-5-[1-(3,4-dihydro-3-oxo-2H-1-benzopyran-6-yl)-1H-pyrazol-3-yl]phenyl]methyl]carbamate

https://huagongshe.com/reaction/1408434

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactantmethyl N-[[2-chloro-5-(1-spiro[2H-1-benzopyran-3(4H), 2'-[1,3]dioxolan]-6-yl-1H-pyrazol-3-yl)phenyl]methyl]carbamateHCID 67151202—
SolventAcetoneHCID 180—
Productmethyl N-[[2-chloro-5-[1-(3,4-dihydro-3-oxo-2H-1-benzopyran-6-yl)-1H-pyrazol-3-yl]phenyl]methyl]carbamateHCID 6715112968%

Reaction Steps

To a solution of methyl N-[[2-chloro-5-(1-spiro[2H-1-benzopyran-3(4H), 2′-[1,3]dioxolan]-6-yl-1H-pyrazol-3-yl)phenyl]methyl]carbamate (i.e. the product of Example 9, Step B) (150 mg, 0.32 mmol) in acetone (15 mL) was added 3N HCl (4.5 mL). The reaction mixture was heated at 85° C. for 16 hrs when TLC analysis (50% ethyl acetate/pet ether) showed completion of reaction. The reaction mixture was cooled and the solvent was concentrated under vacuum. The resultant residue was partitioned between water and ethyl acetate. The organic phase was washed with water, brine, dried over Na2SO4 and concentrated under vacuum to give the title compound, a compound of the present invention, (90 mg, 68% yield) as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08921360B2
Source datasetuspto-grants-2014_12
ORD IDord-52ac1ee65a0840afae2eca54cb4fe130
Source noteuspto-grants-2014_12