3-Pyridinylboronic acid → ((2S,3R)-2-(Aminomethyl)-3-methylpiperidin-1-yl)(6-methyl-[3,3'-bipyridin]-2-yl)methanone

HRID 61163Notes

Reaction equation

HRID 61163 reaction equation
[NH2:1][CH2:2][C@@H:3]1[C@H:8]([CH3:9])[CH2:7][CH2:6][CH2:5][N:4]1[C:10]([C:12]1[C:17]([C:18]2[CH:23]=[CH:22][C:21](F)=C[CH:19]=2)=[CH:16][CH:15]=[C:14]([CH3:25])[N:13]=1)=[O:11].[N:26]1C=CC=C(B(O)O)C=1>>[NH2:1][CH2:2][C@@H:3]1[C@H:8]([CH3:9])[CH2:7][CH2:6][CH2:5][N:4]1[C:10]([C:12]1[C:17]([C:18]2[CH:19]=[N:26][CH:21]=[CH:22][CH:23]=2)=[CH:16][CH:15]=[C:14]([CH3:25])[N:13]=1)=[O:11]

Participants

3

Reactant 2

HCID 27343783-Pyridinylboronic acidHCID 117727873((2S,3R)-2-(Aminomethyl)-3-methylpiperidin-1-yl)(3-(4-fluorophenyl)-6-methylpyridin-2-yl)methanone

Product 1

HCID 117727659((2S,3R)-2-(Aminomethyl)-3-methylpiperidin-1-yl)(6-methyl-[3,3'-bipyridin]-2-yl)methanone

Procedure

The title compound was prepared following the same general protocol as described for ((2S,3R)-2-(aminomethyl)-3-methylpiperidin-1-yl)(3-(4-fluorophenyl)-6-methylpyridin-2-yl)methanone in Example A73 using pyridin-3-ylboronic acid. ESI-MS (m/z): 325 [M+1]+.

Sources & evidence

ORD record
ord-5c694eec0162493d9064cb5dfd3498bd
Source dataset
uspto-grants-2016_09
Patent number
US09440982B2

Reaction notes

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