tert-Butyl 3-(4-methoxybenzylamino)benzoate → tert-Butyl 3-((6-chloro-3-cyanoimidazo[1,2-b]pyridazin-8-yl)(4-methoxybenzyl)amino)benzoate

HRID 889471Notes

Reaction equation

HRID 889471 reaction equation
[CH3:1][O:2][C:3]1[CH:23]=[CH:22][C:6]([CH2:7][NH:8][C:9]2[CH:10]=[C:11]([CH:19]=[CH:20][CH:21]=2)[C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])=[CH:5][CH:4]=1.[Cl:24][C:25]1[CH:26]=[C:27](N(C2CC2)CC2C=CC(OC)=CC=2)[C:28]2[N:29]([C:31]([C:34]#[N:35])=[CH:32][N:33]=2)[N:30]=1>CO>[Cl:24][C:25]1[CH:26]=[C:27]([N:8]([CH2:7][C:6]2[CH:22]=[CH:23][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)[C:9]2[CH:10]=[C:11]([CH:19]=[CH:20][CH:21]=2)[C:12]([O:14][C:15]([CH3:18])([CH3:16])[CH3:17])=[O:13])[C:28]2[N:29]([C:31]([C:34]#[N:35])=[CH:32][N:33]=2)[N:30]=1

Participants

4

Reactant 2

HCID 59313743tert-Butyl 3-(4-methoxybenzylamino)benzoateHCID 593137576-Chloro-8-(cyclopropyl(4-methoxybenzyl)amino)imidazo[1,2-b]pyridazine-3-carbonitrile

Product 1

HCID 59314053tert-Butyl 3-((6-chloro-3-cyanoimidazo[1,2-b]pyridazin-8-yl)(4-methoxybenzyl)amino)benzoate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

253B was prepared from 253A and a mixture of 1F following the procedure as described in 1G. HPLC: Rt=4.99 min. (PHENOMENEX® Luna C18 4.6×30 mm 3 u, A10-90% aqueous methanol containing 0.1% TFA in 2 min; 4 mL/min flow). MS (ES): m/z=490.1 [M+H]+.

Sources & evidence

ORD record
ord-08761f56f2d349d190a6fd7919f2ed0a
Source dataset
uspto-grants-2012_08
Patent number
US08252795B2

Reaction notes

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