8-Bromo-6-chloroimidazo(1,2-b)pyridazine → 6-Chloro-N-(5-(4-(oxetan-3-yl)piperazin-1-yl)pyridin-2-yl)imidazo[1,2-b]pyridazin-8-amine

HRID 1024025Notes

Reaction equation

HRID 1024025 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([N:18]3[CH2:23][CH2:22][N:21]([CH3:24])[CH2:20][CH2:19]3)=[CH:14][N:13]=2)[C:5]2[N:6]([CH:8]=[CH:9][N:10]=2)[N:7]=1.BrC1C2N(C=CN=2)N=C(Cl)C=1.[O:36]1[CH2:39]C(N2CCN(C3C=CC(N)=NC=3)CC2)[CH2:37]1>>[Cl:1][C:2]1[CH:3]=[C:4]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([N:18]3[CH2:19][CH2:20][N:21]([CH:24]4[CH2:39][O:36][CH2:37]4)[CH2:22][CH2:23]3)=[CH:14][N:13]=2)[C:5]2[N:6]([CH:8]=[CH:9][N:10]=2)[N:7]=1

Participants

4

Reactant 3

HCID 468352698-Bromo-6-chloroimidazo(1,2-b)pyridazineHCID 866841236-Chloro-N-(5-(4-methylpiperazin-1-yl)pyridin-2-yl)imidazo[1,2-b]pyridazin-8-amineHCID 866841255-[4-(3-Oxetanyl)-1-piperazinyl]-2-pyridinamine

Product 1

HCID 866841246-Chloro-N-(5-(4-(oxetan-3-yl)piperazin-1-yl)pyridin-2-yl)imidazo[1,2-b]pyridazin-8-amineYield 77%

Procedure

Following the procedures as described for compound 104b, 8-bromo-6-chloroimidazo[1,2-b]pyridazine 104a (233 mg, 1.0 mmol), and 5-(4-(oxetan-3-yl)piperazin-1-yl)pyridin-2-amine (234 mg, 1.0 mmol) were reacted to give 105a as a white solid (296 mg, 77%). LCMS: [M+H]+ 386

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-389810643e9147619e3f9579727240b6
Source dataset
uspto-grants-2014_05
Patent number
US08722676B2

Reaction notes

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