n-(4-Methoxybenzyl)propan-2-amine → 6-Chloro-8-(isopropyl(4-methoxybenzyl)amino)imidazo[1,2-b]pyridazine-3-carbonitrile

HRID 889461Notes

Reaction equation

HRID 889461 reaction equation
COC1C=CC(CNC(C)C)=CC=1.[Cl:14][C:15]1[CH:16]=[C:17]([N:26]([CH:36]2[CH2:38][CH2:37]2)[CH2:27][C:28]2[CH:33]=[CH:32][C:31]([O:34][CH3:35])=[CH:30][CH:29]=2)[C:18]2[N:19]([C:21]([C:24]#[N:25])=[CH:22][N:23]=2)[N:20]=1>CO>[Cl:14][C:15]1[CH:16]=[C:17]([N:26]([CH:36]([CH3:38])[CH3:37])[CH2:27][C:28]2[CH:33]=[CH:32][C:31]([O:34][CH3:35])=[CH:30][CH:29]=2)[C:18]2[N:19]([C:21]([C:24]#[N:25])=[CH:22][N:23]=2)[N:20]=1

Participants

4

Reactant 2

HCID 4777650n-(4-Methoxybenzyl)propan-2-amineHCID 593137576-Chloro-8-(cyclopropyl(4-methoxybenzyl)amino)imidazo[1,2-b]pyridazine-3-carbonitrile

Product 1

HCID 866413836-Chloro-8-(isopropyl(4-methoxybenzyl)amino)imidazo[1,2-b]pyridazine-3-carbonitrile

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

10A was prepared from a mixture of 1F and N-(4-methoxybenzyl)propan-2-amine following the procedure employed for the preparation of 1G. HPLC: Rt=4.27 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=356.1 [M+H]+.

Sources & evidence

ORD record
ord-9848dcddd7fe4bc587540a60d6af9428
Source dataset
uspto-grants-2012_08
Patent number
US08252795B2

Reaction notes

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