2-(Cyclopentyloxy)ethylamine → 3-bromo-N-(2-(cyclopentyloxy)ethyl)imidazo[1,2-b]pyridazin-6-amine

Reaction equation

[CH:1]1([O:6][CH2:7][CH2:8][NH2:9])[CH2:5][CH2:4][CH2:3][CH2:2]1.[Br:10][C:11]1[N:15]2[N:16]=[C:17](F)[CH:18]=[CH:19][C:14]2=[N:13][CH:12]=1>>[Br:10][C:11]1[N:15]2[N:16]=[C:17]([NH:9][CH2:8][CH2:7][O:6][CH:1]3[CH2:5][CH2:4][CH2:3][CH2:2]3)[CH:18]=[CH:19][C:14]2=[N:13][CH:12]=1

Participants

Reactant 2

HCID 167835712-(Cyclopentyloxy)ethylamine

HCID 866963183-Bromo-6-fluoroimidazo[1,2-b]pyridazine

Product 1

HCID 866964223-bromo-N-(2-(cyclopentyloxy)ethyl)imidazo[1,2-b]pyridazin-6-amineYield 69%

Procedure

The 2-(cyclopentyloxy)ethanamine was reacted with 3-bromo-6-fluoroimidazo[1,2-b]pyridazine, using the amine displacement conditions described in example 5.6.42, part A to afford 69% product.

Sources & evidence

ORD record: ord-5de4ae2ff2f047b387ab4ed61f7df315
Source dataset: uspto-grants-2015_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08969565B2

Reaction notes

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