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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1606987Generated: October 31, 2026

1-Pentyn-3-ol → HCID 19851555, compound

https://huagongshe.com/reaction/1606987

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Pentyn-3-olHCID 92981—
Reactant7-chloro-4,5-dihydro-3-iodo-5-methyl-6H-imidazo[1,5-a][1,4]benzodiazepin-6-oneHCID 19830659—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418476HCID 178418476—
SolventDiethylamineHCID 8021—
ProductHCID 19851555HCID 19851555—

Reaction Steps

3.73 g (10 mmol) of 7-chloro-4,5-dihydro-3-iodo-5-methyl-6H-imidazo[1,5-a][1,4]benzodiazepin-6-one was heated to boiling under reflux for 5 hours with 1.09 g (13 mmol) of ethynyl-ethyl carbinol, 70 mg of bis-(triphenylphosphine)-palladium(II) dichloride and 10 mg of copper(I) iodide in 30 ml of diethylamine. The reaction mixture was evaporated and the residue was chromatographed on silica gel while eluting with ethyl acetate. After recrystallization from ethyl acetate there was obtained 7-chloro-4,5-dihydro-3-(3-hydroxy-1-pentynyl)-5-methyl-6H-imidazo[1,5-a][1,4]benzodiazepin-6-one of melting point 178°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04863920
Source datasetuspto-grants-1989_09
ORD IDord-e2080c67c6df4d06b2f174ad539bffc9
Source noteuspto-grants-1989_09