4-chloro-7-ethyl-7H-imidazo(4,5-c)pyridazine → 7-Ethyl-4-(4'-(ethylsulfonyl)-2',6-dimethoxy-[1,1'-biphenyl]-3-yl)-7H-imidazo[4,5-c]pyridazine

HRID 1845993Notes

Reaction equation

HRID 1845993 reaction equation
[CH2:1]([S:3]([C:6]1[CH:11]=[CH:10][C:9]([C:12]2[C:17]([O:18][CH3:19])=[CH:16][CH:15]=[C:14](B3OC(C)(C)C(C)(C)O3)[CH:13]=2)=[C:8]([O:29][CH3:30])[CH:7]=1)(=[O:5])=[O:4])[CH3:2].Cl[C:32]1[C:33]2[N:40]=[CH:39][N:38]([CH2:41][CH3:42])[C:34]=2[N:35]=[N:36][CH:37]=1>>[CH2:41]([N:38]1[C:34]2[N:35]=[N:36][CH:37]=[C:32]([C:14]3[CH:13]=[C:12]([C:9]4[CH:10]=[CH:11][C:6]([S:3]([CH2:1][CH3:2])(=[O:4])=[O:5])=[CH:7][C:8]=4[O:29][CH3:30])[C:17]([O:18][CH3:19])=[CH:16][CH:15]=3)[C:33]=2[N:40]=[CH:39]1)[CH3:42]

Participants

3

Reactant 2

HCID 552967654-chloro-7-ethyl-7H-imidazo(4,5-c)pyridazineHCID 902177602-(4'-(Ethylsulfonyl)-2',6-dimethoxy-[1,1'-biphenyl]-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Product 1

HCID 902179337-Ethyl-4-(4'-(ethylsulfonyl)-2',6-dimethoxy-[1,1'-biphenyl]-3-yl)-7H-imidazo[4,5-c]pyridazineYield 13%

Procedure

Prepared according to the method described for Example 45 using 2-(4′-(Ethylsulfonyl)-2′,6-dimethoxy-[1,1′-biphenyl]-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (Preparation 59) and 4-chloro-7-ethyl-7H-imidazo[4,5-c]pyridazine (Preparation 8) to afford the title compound as an off white solid in 13% yield, 14.7 mg.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-04205bd5c816489f9d6b5f178141391b
Source dataset
uspto-grants-2015_02
Patent number
US08952008B2

Reaction notes

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