Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1507582Generated: October 31, 2026

Dichloromethane → HCID 90046309, compound

https://huagongshe.com/reaction/1507582

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantAmmonium HydroxideHCID 14923—
ReactantHCID 90046360HCID 90046360—
CatalystHCID 178419072HCID 178419072—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 90046309HCID 90046309—

Reaction Conditions

Temperature110 °C

Reaction Steps

To a solution of 6-bromo-1-cyclopropyl-5-fluoro-3,3-dimethylindolin-2-one (example 36b, 400 mg, 1.34 mmol) in NMP (7 ml) were added ammonium hydroxide (6.3 g, 7 ml, 44.9 mmol) and copper(I) oxide (38.4 mg, 268 μmol). The reaction mixture was heated in a sealed tube to 110° C. for 24 hours and then poured into dichloromethane (20 ml). The organic phase was washed with 1 M aqueous sodium bicarbonate solution and with water, dried over sodium sulfate and concentrated in vacuo. The NMP was removed by kugelrohr distillation. The residue was purified by silica gel chromatography using ethyl acetate/heptane as eluent. The title compound was obtained as off-white crystals (257 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09221816B2
Source datasetuspto-grants-2015_12
ORD IDord-ad7defecaf184768879b44b61107c19b
Source noteuspto-grants-2015_12