3-(4-Fluorophenyl)-6-methylpicolinic acid → ((2S,3R)-2-(Aminomethyl)-3-methylpiperidin-1-yl)(3-(4-fluorophenyl)-6-methylpyridin-2-yl)methanone

HRID 61005Notes

Reaction equation

[NH2:1][CH2:2][C@@H:3]1[C@H:8]([CH3:9])[CH2:7][CH2:6][CH2:5][N:4]1C(C1C=C(C)C=CC=1N1C=NC(C(F)(F)F)=N1)=O.[F:28][C:29]1[CH:34]=[CH:33][C:32]([C:35]2[C:36]([C:42]([OH:44])=O)=[N:37][C:38]([CH3:41])=[CH:39][CH:40]=2)=[CH:31][CH:30]=1>>[NH2:1][CH2:2][C@@H:3]1[C@H:8]([CH3:9])[CH2:7][CH2:6][CH2:5][N:4]1[C:42]([C:36]1[C:35]([C:32]2[CH:31]=[CH:30][C:29]([F:28])=[CH:34][CH:33]=2)=[CH:40][CH:39]=[C:38]([CH3:41])[N:37]=1)=[O:44]

Participants

Reactant 2

HCID 674203323-(4-Fluorophenyl)-6-methylpicolinic acid

HCID 117727731((2S,3R)-2-(aminomethyl)-3-methylpiperidin-1-yl)(5-methyl-2-(3-(trifluoromethyl)-1H-1,2,4-triazol-1-yl)phenyl)methanone

Product 1

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

Procedure

The title compound was synthesized following the same general protocol as described for ((2S,3R)-2-(aminomethyl)-3-methylpiperidin-1-yl)(5-methyl-2-(3-(trifluoromethyl)-1H-1,2,4-triazol-1-yl)phenyl)methanone in Example A51, starting from 3-(4-fluorophenyl)-6-methylpicolinic acid. ESI-MS (m/z): 342 [M+1]+.

Sources & evidence

ORD record: ord-d193026c76194709b4f39bacb57bac1b
Source dataset: uspto-grants-2016_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09440982B2

Reaction notes

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