N-(4-Methoxybenzyl)pyridin-2-amine → 6-Chloro-8-((4-methoxybenzyl)(2-pyridinyl)amino)imidazo[1,2-b]pyridazine-3-carbonitrile

HRID 889458

Reaction equation

HRID 889458 reaction equation
COC1C=CC(CNC2C=CC=CN=2)=CC=1.[Cl:17][C:18]1[CH:19]=[C:20]([N:29]([C:39]2[CH:44]=[CH:43][C:42](OC)=[CH:41][N:40]=2)[CH2:30][C:31]2[CH:36]=[CH:35][C:34]([O:37][CH3:38])=[CH:33][CH:32]=2)[C:21]2[N:22]([C:24]([C:27]#[N:28])=[CH:25][N:26]=2)[N:23]=1>CO>[Cl:17][C:18]1[CH:19]=[C:20]([N:29]([CH2:30][C:31]2[CH:32]=[CH:33][C:34]([O:37][CH3:38])=[CH:35][CH:36]=2)[C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][N:40]=2)[C:21]2[N:22]([C:24]([C:27]#[N:28])=[CH:25][N:26]=2)[N:23]=1

Participants

4

Reactant 2

HCID 97452N-(4-Methoxybenzyl)pyridin-2-amineHCID 866413806-Chloro-8-((5-methoxypyridin-2-yl)(4-methoxybenzyl)amino)imidazo[1,2-b]pyridazine-3-carbonitrile

Product 1

HCID 866413816-Chloro-8-((4-methoxybenzyl)(2-pyridinyl)amino)imidazo[1,2-b]pyridazine-3-carbonitrile

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

8A was prepared from a mixture of 1F and N-(4-methoxybenzyl)pyridin-2-amine following the procedure employed for the preparation of 5B. HPLC: Rt=3.881 min. (YMC S5 ODS 4.6×50 mm, 10-90% aqueous methanol containing 0.2% H3PO4, 4 min gradient, monitored at 220 nm). MS (ES): m/z=391.0 [M+H]+.

Sources & evidence

ORD record
ord-568bfde78c054bbd812f01f105213689
Source dataset
uspto-grants-2012_08
Patent number
US08252795B2

Linked notes

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