HCID 66788241, compound → HCID 66788881, compound

HRID 576124Notes

Reaction equation

HRID 576124 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]2[C:18]3[C:13](=[CH:14][C:15](B4OC(C)(C)C(C)(C)O4)=[C:16]([F:19])[CH:17]=3)[CH2:12][N:11]([CH3:29])[CH2:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8].Cl[C:31]1[N:32]=[N:33][C:34]([O:37][CH:38]([F:40])[F:39])=[CH:35][CH:36]=1>>[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]2[C:18]3[C:13](=[CH:14][C:15]([C:31]4[N:32]=[N:33][C:34]([O:37][CH:38]([F:40])[F:39])=[CH:35][CH:36]=4)=[C:16]([F:19])[CH:17]=3)[CH2:12][N:11]([CH3:29])[CH2:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

3

Reactant 2

HCID 66788241HCID 66788241, compoundHCID 866443083-Chloro-6-(difluoromethoxy)pyridazine

Product 1

HCID 66788881HCID 66788881, compoundYield 66%

Procedure

A procedure similar to the one in Step A of Example 29 was used to couple (+)-4-(3,4-dichlorophenyl)-6-fluoro-2-methyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,4-tetrahydroisoquinoline with 3-chloro-6-(difluoromethoxy)pyridazine. (+)-4-(3,4-Dichlorophenyl)-7-(6-(difluoromethoxy)pyridazin-3-yl)-6-fluoro-2-methyl-1,2,3,4-tetrahydroisoquinoline was obtained in 66% yield as a brown oil: ESI MS m/z 454 [M+H]+.

Sources & evidence

ORD record
ord-4d779bf41adf49098827239953d5ca6c
Source dataset
uspto-grants-2015_05
Patent number
US09034899B2

Reaction notes

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