Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 430668Generated: October 30, 2026

Ammonia → HCID 18183106, compound

https://huagongshe.com/reaction/430668

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantHydrochloric AcidHCID 313—
ReactantStannane, tributyl(1-ethoxyethenyl)-HCID 619414—
ReactantHCID 18183146HCID 18183146—
SolventTolueneHCID 1140—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 18183106HCID 1818310626.6%

Reaction Conditions

Temperature120 °C

Reaction Steps

82 mg of 2-bromo-3-(3-pyridyl)-8-methoxy-6-phenyl-11H-imidazo[1,2-c][2,3]benzodiazepine is mixed in 3 ml of toluene and 0.5 ml of dimethylformamide with 650 mg of (1-ethoxyvinyl)tributylstannane and 10 mg of palladium(O)tetrakistriphenylphosphine, and it is heated for 4 hours to a bath temperature of 120° C. Then, (1-ethoxyvinyl)tributylstannane and 10 mg of palladium(O)tetrakistriphenylphosphine are added again, and it is heated for 10 hours to a bath temperature of 120° C. After cooling, it is mixed with 2 ml of 1N hydrochloric acid, stirred for 10 minutes, made alkaline with ammonia and shaken out with ethyl acetate. The ethyl acetate phase is washed with water and saturated common salt solution, dried, filtered and concentrated by evaporation. After chromatography of the residue on silica gel with ethyl acetate as an eluant, 20 mg of 2-acetyl-3-(3-pyridyl)-8-methoxy-6-phenyl-11H-imidazo[1,2-c][2,3]benzodiazepine is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06323197B1
Source datasetuspto-grants-2001_11
ORD IDord-bafc346ea4cb4294be1f17bd71066cda
Source noteuspto-grants-2001_11