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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Phenyl phosphorodiamidate | HCID 81954 | — |
| Reactant | 1-(2-Methoxyphenyl)-4-oxo-6-methoxy-2,3,4,5-tetrahydropyrrolo[3,2-c]quinoline | HCID 15749816 | — |
| Solvent | Diphenyl Ether | HCID 7583 | — |
| Product | 1-(2-Methoxyphenyl)-4-amino-6-methoxy-2,3-dihydropyrrolo[3,2-c]quinoline | HCID 15749821 | 24.1% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05051508 |
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| Source dataset | uspto-grants-1991_09 |
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| ORD ID | ord-cdad40774a3b4704af12b9b0a2d3f3f8 |
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| Source note | uspto-grants-1991_09 |
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