4-Amino-1-butanol → 4-(7-Bromo-3-nitroquinolin-4-ylamino)butan-1-ol

HRID 9415

Reaction equation

HRID 9415 reaction equation
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](Cl)=[C:7]([N+:12]([O-:14])=[O:13])[CH:8]=[N:9]2)=[CH:4][CH:3]=1.[NH2:16][CH2:17][CH2:18][CH2:19][CH2:20][OH:21]>>[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([NH:16][CH2:17][CH2:18][CH2:19][CH2:20][OH:21])=[C:7]([N+:12]([O-:14])=[O:13])[CH:8]=[N:9]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 258684-Amino-1-butanol2×HCID 219843617-Bromo-4-chloro-3-nitroquinoline

Product 1

HCID 219843704-(7-Bromo-3-nitroquinolin-4-ylamino)butan-1-olYield 89.1%

Procedure

A modification of the method described in Part E of Example 1 was used to treat 7-bromo-4-chloro-3-nitroquinoline (20.0 g, 69.6 mmol) with 4-amino-1-butanol (6.9 mL, 76.5 mmol). The addition of 4-amino-1-butanol was carried out at ambient temperature. The product, 4-(7-bromo-3-nitroquinolin-4-ylamino)butan-1-ol (21.1 g) was isolated as a yellow solid and used without purification.

Workup

  1. customwas carried out at ambient temperature

Sources & evidence

ORD record
ord-27596081b9574913b377010ca438e260
Source dataset
uspto-grants-2006_08
Patent number
US07091214B2

Linked notes

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