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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2354552Generated: October 31, 2026

Hydrochloric Acid → 3-Formyl-1,2,7,8,9,10,11,13-octahydro-13-oxo-4-(propylthio)-[l]benzothieno[2',3': 4,5] pyrimido[1,2-a]azepine-9-carboxylic acid methyl ester

https://huagongshe.com/reaction/2354552

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantWaterHCID 962—
ReactantPotassium HydroxideHCID 14797—
ReactantHCID 59381648HCID 59381648—
SolventMethanolHCID 887—
Product3-Formyl-1,2,7,8,9,10,11,13-octahydro-13-oxo-4-(propylthio)-[l]benzothieno[2',3': 4,5] pyrimido[1,2-a]azepine-9-carboxylic acid methyl esterHCID 59381663—

Reaction Steps

Compound 22 80.37 mmol) was dissolved into MeOH (10 ml), and KOH (0.98 mmol) in MeOH (5 ml) was added. The reaction mixture was stirred for 2 hours in room temperature. The reaction mixture was poured into water, acidified with HCl and extracted with CH2Cl2. Organic layer was washed with brine and dried with Na2SO4. After filtration the solvent was evaporated. Purification by flash chromatography using CH2Cl2-EtOAc 9:1 as an eluent afforded compound 23 as a major product and compound 24 as a minor product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07754709B2
Source datasetuspto-grants-2010_07
ORD IDord-c80509920b2f4c11ba597173c2cdc9bc
Source noteuspto-grants-2010_07