2-Methylpyridine-4-boronic acid → 5-(4-Isopropylpiperazin-1-ylmethyl)-2'-methyl-[2,4']bipyridinyl, trihydrochloride

HRID 1798949Notes

Reaction equation

HRID 1798949 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][N:9]2[CH2:14][CH2:13][N:12]([CH:15]([CH3:17])[CH3:16])[CH2:11][CH2:10]2)=[CH:4][CH:3]=1.[CH3:18][C:19]1[CH:24]=[C:23](B(O)O)[CH:22]=[CH:21][N:20]=1>>[ClH:1].[ClH:1].[ClH:1].[CH:15]([N:12]1[CH2:13][CH2:14][N:9]([CH2:8][C:5]2[CH:4]=[CH:3][C:2]([C:23]3[CH:22]=[CH:21][N:20]=[C:19]([CH3:18])[CH:24]=3)=[N:7][CH:6]=2)[CH2:10][CH2:11]1)([CH3:17])[CH3:16]

Participants

3

Reactant 2

HCID 41926642-Methylpyridine-4-boronic acidHCID 434217841-[(6-Chloropyridin-3-yl)methyl]-4-(propan-2-yl)piperazine

Product 1

HCID 1317301375-(4-Isopropylpiperazin-1-ylmethyl)-2'-methyl-[2,4']bipyridinyl, trihydrochloride

Procedure

1-(6-Chloropyridin-3-ylmethyl)-4-isopropylpiperazine (0.2 g, 0.788 mmol) and 2-methylpyridin-4-boronic acid (0.119 g, 0.867 mmol) were mixed with catalyst and reacted in the same manner as in example 18. The title compound was isolated as yellow crystals of the trihydrochloride. Yield: 295 mg (73%).

Workup

  1. customreacted in the same manner as in example 18

Sources & evidence

ORD record
ord-df55b194c1214e7ca136b92876f79dd9
Source dataset
uspto-grants-2013_01
Patent number
US08344001B2

Reaction notes

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