4-Amino-1-butanol → HCID 67905905, compound

HRID 729097Notes

Reaction equation

HRID 729097 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:20]2[C:19]3[CH:18]=[CH:17][CH:16]=[C:15]([CH3:21])[C:14]=3[N:13]=[C:12]([Cl:22])[C:11]=2[CH:10]=[CH:9]1.[NH2:23][CH2:24][CH2:25][CH2:26][CH2:27][OH:28]>>[ClH:22].[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:20]2[C:19]3[CH:18]=[CH:17][CH:16]=[C:15]([CH3:21])[C:14]=3[N:13]=[C:12]([NH:23][CH2:24][CH2:25][CH2:26][CH2:27][OH:28])[C:11]=2[CH:10]=[CH:9]1

Participants

3

Reactant 2

HCID 258684-Amino-1-butanolHCID 157498291-(2-Methylphenyl)-4-chloro-6-methylpyrrolo[3,2-c]quinoline

Product 1

HCID 67905905HCID 67905905, compoundYield 62%

Procedure

1-(2-methylphenyl)4 -chloro-6-methylpyrrolo[3,2-c]quinoline (1.0 g, 3,26 mmol) was dissolved in 4-aminobutanol (3.0 g) and stirred for 6 hoursat 170°. Chromatography (silica gel, 2% methanolic ammonia in dichloromethane), conversion to the hydrochloride and recrystallisation from ethanol/ether gave 1-(2-methylphenyl)-4-(4-hydroxybutylamino)-6-methylpyrrolo[3,2-c]quinolinehydrochloride (0.8 g), m.p. 176°-178°.

Workup

  1. customChromatography (silica gel, 2% methanolic ammonia in dichloromethane), conversion to the hydrochloride and recrystallisation from ethanol/ether

Sources & evidence

ORD record
ord-ac3ecae009c943adb70ee083935cd7b1
Source dataset
uspto-grants-1991_09
Patent number
US05051508

Reaction notes

Loading…