3-Amino-1-propanol → HCID 15749832, compound

HRID 729093Notes

Reaction equation

HRID 729093 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)[C:11]=2[CH:10]=[CH:9]1.[NH2:23][CH2:24][CH2:25][CH2:26][OH:27]>>[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][OH:27])[C:11]=2[CH:10]=[CH:9]1

Participants

3

Reactant 2

HCID 90863-Amino-1-propanolHCID 157498291-(2-Methylphenyl)-4-chloro-6-methylpyrrolo[3,2-c]quinoline

Product 1

HCID 15749832HCID 15749832, compoundYield 50.6%

Procedure

1-(2-Methylphenyl)-4-chloro-6-methylpyrrolo[3,2-c]quinoline (1.0 g) and 3-aminopropanol (3.0 g) were heated to 150° C. for 3 hours. Chromatography (silica gel, 2% methanolic ammonia in dichloromethane) and recrystallisation from ethyl acetate/petroleum ether yielded 1-(2-methylphenyl)-4-(3-hydroxypropylamino)-6-methylpyrrolo[3,2-c]quinoline (0.57 g), m.p. 135°-137°.

Workup

  1. customChromatography (silica gel, 2% methanolic ammonia in dichloromethane) and recrystallisation from ethyl acetate/petroleum ether

Sources & evidence

ORD record
ord-428f6fe8ff1c4fd5abc843e0737902b7
Source dataset
uspto-grants-1991_09
Patent number
US05051508

Reaction notes

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