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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 729084Generated: October 31, 2026

Sodium Hydroxide → 1-(2-Methoxyphenyl)-4-amino-6-methoxy-2,3-dihydropyrrolo[3,2-c]quinoline

https://huagongshe.com/reaction/729084

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantPhenyl phosphorodiamidateHCID 81954—
Reactant1-(2-Methoxyphenyl)-4-oxo-6-methoxy-2,3,4,5-tetrahydropyrrolo[3,2-c]quinolineHCID 15749816—
SolventDiphenyl EtherHCID 7583—
Product1-(2-Methoxyphenyl)-4-amino-6-methoxy-2,3-dihydropyrrolo[3,2-c]quinolineHCID 1574982124.1%

Reaction Conditions

Temperature230 °C

Reaction Steps

1-(2-Methoxyphenyl)-4-oxo-6-methoxy-2,3,4,5-tetrahydropyrrolo[3,2-c]quinoline (1.5 g) and phenyl phosphorodiamidate (2.5 g) were fused at 230° C. After 45 minutes the mixture was diluted with diphenyl ether (10 ml), further phenyl phosphorodiamidate (2 g) added, and heated for a further 15minutes at 230° C. Aqueous sodium hydroxide was added and the product extracted into dichloromethane. Chromatography (silica gel. 2.5-4%methanolic ammonia in dichloromethane) to remove unchanged starting material was followed by recrystallisation from ethanol/ethyl acetate to yield 1-(2-methoxyphenyl)-4-amino-6-methoxy-2,3-dihydropyrrolo[3,2-c]quinoline (0.36 g), m.p. 244°-247° (dec).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05051508
Source datasetuspto-grants-1991_09
ORD IDord-cdad40774a3b4704af12b9b0a2d3f3f8
Source noteuspto-grants-1991_09