1-(3-Aminopropyl)-2-pyrrolidinone → 3-((3-Bromoimidazo[1,2-b]pyridazin-6-ylamino)-propyl)-pyrrolidin-2-one

HRID 870663Notes

Reaction equation

HRID 870663 reaction equation
BrC1N2N=C(F)C=CC2=NC=1.NCCC[N:16]1[CH2:20][CH2:19][CH2:18][C:17]1=[O:21].[Br:22][C:23]1[N:27]2[N:28]=[C:29]([NH:32][CH2:33][CH2:34][CH2:35]N(C)C3C=CC=CC=3)[CH:30]=[CH:31][C:26]2=[N:25][CH:24]=1>>[Br:22][C:23]1[N:27]2[N:28]=[C:29]([NH:32][CH2:33][CH2:34][CH2:35][CH:18]3[CH2:19][CH2:20][NH:16][C:17]3=[O:21])[CH:30]=[CH:31][C:26]2=[N:25][CH:24]=1

Participants

4

Reactant 3

HCID 821111-(3-Aminopropyl)-2-pyrrolidinoneHCID 866963183-Bromo-6-fluoroimidazo[1,2-b]pyridazineHCID 86696351N1-(3-bromoimidazo[1,2-b]pyridazin-6-yl)-N3-methyl-N3-phenylpropane-1,3-diamine

Product 1

HCID 866963623-((3-Bromoimidazo[1,2-b]pyridazin-6-ylamino)-propyl)-pyrrolidin-2-oneYield 68%

Procedure

The 3-bromo-6-fluoroimidazo[1,2-b]pyridazine was alkylated with 1-(3-aminopropyl)pyrrolidin-2-one, under same reaction condition as used in the synthesis of N1-(3-bromoimidazo[1,2-b]pyridazin-6-yl)-N3-methyl-N3-phenylpropane-1,3-diamine example 5.6.29 to obtain 68% product.

Sources & evidence

ORD record
ord-cdadcbf536bd4f64892f0bfced110d84
Source dataset
uspto-grants-2015_03
Patent number
US08969565B2

Reaction notes

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