2-(4'-(Ethylsulfonyl)-6-fluoro-[1,1'-biphenyl]-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane → 7-Cyclobutyl-4-[4'-(ethylsulfonyl)-6-fluorobiphenyl-3-yl]-7H-imidazo[4,5-c]pyridazine

HRID 1845986Notes

Reaction equation

HRID 1845986 reaction equation
Cl[C:2]1[C:3]2[N:10]=[CH:9][N:8]([CH:11]3[CH2:14][CH2:13][CH2:12]3)[C:4]=2[N:5]=[N:6][CH:7]=1.[CH2:15]([S:17]([C:20]1[CH:25]=[CH:24][C:23]([C:26]2[C:31]([F:32])=[CH:30][CH:29]=[C:28](B3OC(C)(C)C(C)(C)O3)[CH:27]=2)=[CH:22][CH:21]=1)(=[O:19])=[O:18])[CH3:16]>>[CH:11]1([N:8]2[C:4]3[N:5]=[N:6][CH:7]=[C:2]([C:28]4[CH:27]=[C:26]([C:23]5[CH:24]=[CH:25][C:20]([S:17]([CH2:15][CH3:16])(=[O:18])=[O:19])=[CH:21][CH:22]=5)[C:31]([F:32])=[CH:30][CH:29]=4)[C:3]=3[N:10]=[CH:9]2)[CH2:14][CH2:13][CH2:12]1

Participants

3

Reactant 2

HCID 867232112-(4'-(Ethylsulfonyl)-6-fluoro-[1,1'-biphenyl]-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 867232814-Chloro-7-cyclobutyl-7H-imidazo[4,5-c]pyridazine

Product 1

HCID 902180547-Cyclobutyl-4-[4'-(ethylsulfonyl)-6-fluorobiphenyl-3-yl]-7H-imidazo[4,5-c]pyridazineYield 10%

Procedure

Prepared according to the method described for Example 26 using 4-chloro-7-cyclobutyl-7H-imidazo[4,5-c]pyridazine (Preparation 99) and 2-(4′-ethylsulfonyl-6-fluorobiphenyl-3-yl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (Preparation 48) to afford the title compound as an off white solid in 10% yield, 10 mg.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-fc9fea8d3b59415e9b268c67dd6bbb4a
Source dataset
uspto-grants-2015_02
Patent number
US08952008B2

Reaction notes

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