4-chloro-7-(1-methylcyclopropyl)-7H-imidazo[4,5-c]pyridazine → 4-[4'-(Ethylsulfonyl)-6-fluorobiphenyl-3-yl]-7-(1-methylcyclopropyl)-7H-imidazo[4,5-c]pyridazine

HRID 1845985Notes

Reaction equation

HRID 1845985 reaction equation
Cl[C:2]1[C:3]2[N:10]=[CH:9][N:8]([C:11]3([CH3:14])[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]>>[CH2:15]([S:17]([C:20]1[CH:21]=[CH:22][C:23]([C:26]2[C:31]([F:32])=[CH:30][CH:29]=[C:28]([C:2]3[C:3]4[N:10]=[CH:9][N:8]([C:11]5([CH3:14])[CH2:13][CH2:12]5)[C:4]=4[N:5]=[N:6][CH:7]=3)[CH:27]=2)=[CH:24][CH:25]=1)(=[O:18])=[O:19])[CH3:16]

Participants

3

Reactant 2

HCID 867232104-chloro-7-(1-methylcyclopropyl)-7H-imidazo[4,5-c]pyridazineHCID 867232112-(4'-(Ethylsulfonyl)-6-fluoro-[1,1'-biphenyl]-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Product 1

HCID 867232094-[4'-(Ethylsulfonyl)-6-fluorobiphenyl-3-yl]-7-(1-methylcyclopropyl)-7H-imidazo[4,5-c]pyridazineYield 32%

Procedure

Prepared according to the method described for Example 26 using 4-chloro-7-(1-methylcyclopropyl)-7H-imidazo[4,5-c]pyridazine (Preparation 97) 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 32% yield, 20 mg

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-85a664d895b54808ac142fd6f2d799e5
Source dataset
uspto-grants-2015_02
Patent number
US08952008B2

Reaction notes

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