1-(4-methoxyphenyl)-N-methylmethanamine → 6-Chloro-8-((4-methoxybenzyl)(methyl)amino)imidazo[1,2-b]pyridazine-3-carbonitrile

HRID 889466Notes

Reaction equation

HRID 889466 reaction equation
COC1C=CC(CNC)=CC=1.[Cl:12][C:13]1[CH:14]=[C:15]([N:24]([CH:34]2CC2)[CH2:25][C:26]2[CH:31]=[CH:30][C:29]([O:32][CH3:33])=[CH:28][CH:27]=2)[C:16]2[N:17]([C:19]([C:22]#[N:23])=[CH:20][N:21]=2)[N:18]=1>>[Cl:12][C:13]1[CH:14]=[C:15]([N:24]([CH2:25][C:26]2[CH:27]=[CH:28][C:29]([O:32][CH3:33])=[CH:30][CH:31]=2)[CH3:34])[C:16]2[N:17]([C:19]([C:22]#[N:23])=[CH:20][N:21]=2)[N:18]=1

Participants

3

Reactant 2

HCID 4854071-(4-methoxyphenyl)-N-methylmethanamineHCID 593137576-Chloro-8-(cyclopropyl(4-methoxybenzyl)amino)imidazo[1,2-b]pyridazine-3-carbonitrile

Product 1

HCID 866413866-Chloro-8-((4-methoxybenzyl)(methyl)amino)imidazo[1,2-b]pyridazine-3-carbonitrile

Procedure

16A was prepared from 1F and 1-(4-methoxyphenyl)-N-methylmethanamine following the procedure employed in the preparation of 1G. HPLC: Rt=3.12 min. (CHROMOLITH® column 4.6×50 mm eluting with 10-90% aqueous methanol over 4 min. containing 0.1% TFA, 4 mL/min., monitoring at 220 nm). MS (ES): m/z=328.1 [M+H]+.

Workup

  1. washHPLC: Rt=3.12 min. (CHROMOLITH® column 4.6×50 mm eluting with 10-90% aqueous methanol over 4 min. containing 0.1% TFA, 4 mL/min., monitoring at 220 nm)

Sources & evidence

ORD record
ord-0851319784884de392b9a9893903f647
Source dataset
uspto-grants-2012_08
Patent number
US08252795B2

Reaction notes

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