1-(3-Aminopropyl)-2-pyrrolidinone → 1-[3-(7-Bromo3-nitroquinolin-4-ylamino)propyl]pyrrolidin-2-one

HRID 9395

Reaction equation

HRID 9395 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][N:20]1[CH2:24][CH2:23][CH2:22][C:21]1=[O:25]>>[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([NH:16][CH2:17][CH2:18][CH2:19][N:20]3[CH2:24][CH2:23][CH2:22][C:21]3=[O:25])=[C:7]([N+:12]([O-:14])=[O:13])[CH:8]=[N:9]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 821111-(3-Aminopropyl)-2-pyrrolidinoneHCID 219843617-Bromo-4-chloro-3-nitroquinoline

Product 1

HCID 219840831-[3-(7-Bromo3-nitroquinolin-4-ylamino)propyl]pyrrolidin-2-oneYield 84%

Procedure

7-Bromo-4-chloro-3-nitroquinoline (35.26 g, 123.8 mmol) was treated with 1-(3-aminopropyl)pyrrolidin-2-one (19.1 mL, 136.2 mmol) according to the method described in Part E of Example 1 to provide 40.87 g of 1-[3-(7-bromo-3-nitroquinolin-4-ylamino)propyl]pyrrolidin-2-one as a yellow solid.

Sources & evidence

ORD record
ord-430d0386e8414621b64afa9b24284926
Source dataset
uspto-grants-2006_08
Patent number
US07091214B2

Linked notes

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