3-Methoxypropylamine → (7-Bromo-3-nitroquinolin-4-yl)-(3-methoxypropyl)amine

HRID 9391

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.[CH3:16][O:17][CH2:18][CH2:19][CH2:20][NH2:21]>>[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([NH:21][CH2:20][CH2:19][CH2:18][O:17][CH3:16])=[C:7]([N+:12]([O-:14])=[O:13])[CH:8]=[N:9]2)=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 16723-Methoxypropylamine

HCID 219843617-Bromo-4-chloro-3-nitroquinoline

Product 1

HCID 21984327(7-Bromo-3-nitroquinolin-4-yl)-(3-methoxypropyl)amineYield 94.2%

Procedure

7-Bromo-4-chloro-3-nitroquinoline (29.54 g, 102.7 mmol) was reacted with 3-methoxy propyl amine (10.07 g, 113.0 mmol) according to the method described in Part A of Examples 125–135 to provide 32.9 g of (7-bromo-3-nitroquinolin-4-yl)-(3-methoxypropyl)amine as a yellow solid. The product was not recrystallized.

Sources & evidence

ORD record: ord-808e43500c7f426ea4c6f20f0b65c5de
Source dataset: uspto-grants-2006_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07091214B2

Linked notes

Loading…