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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1531009Generated: October 31, 2026

Hydrochloric Acid → 10-carboxy-5-(3-pyridylmethyl)-4H-pyrido [3,2,1-jk]carbazole-4-one

https://huagongshe.com/reaction/1531009

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantBromineHCID 24408—
ReactantSodium SulfiteHCID 24437—
Reactant10-acetyl-5-(3-pyridylmethyl)-4H-pyrido [3,2,1-jk]carbazole-4-oneHCID 19364907—
SolventWaterHCID 962—
SolventDiethyl EtherHCID 3283—
Solvent1,4-DioxaneHCID 31275—
Product10-carboxy-5-(3-pyridylmethyl)-4H-pyrido [3,2,1-jk]carbazole-4-oneHCID 1779037335.1%

Reaction Steps

Sodium hydroxide (300 mg) was dissolved in water (15 ml), and bromine (0.1 ml) was added dropwise to the solution in an ice bath. The solution was diluted with dioxane (14 ml). 10-acetyl-5- (3-pyridylmethyl) -4H-pyrido [3,2,1-jk]carbazole-4-one (190 mg) produced in Example 194 was dissolved in dioxane (30 ml), and the solution that had been prepared as described above was added dropwise to this solution in an ice bath. After stirring for 5 minutes, sodium sulfite (70 mg) dissolved in water (10 ml) was added to the solution, and ether was added for phase separation. The aqueous layer was adjusted to pH 7 by adding 1N hydrochloric acid, and the crystals precipitated were recovered by filtration and washed with methanol and acetone in succession to obtain the title compound (67 mg, 35%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06197768B1
Source datasetuspto-grants-2001_03
ORD IDord-832eb809dcef4732958594b37bfba727
Source noteuspto-grants-2001_03