2,4,6-Trifluorobenzoyl chloride → HCID 67451829, compound

HRID 2366821Notes

Reaction equation

HRID 2366821 reaction equation
[F:1][C:2]1[CH:25]=[C:24]([F:26])[CH:23]=[C:22]([F:27])[C:3]=1[C:4]([NH:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([C:13]([CH:15]2[CH2:20][CH2:19][N:18]([CH3:21])[CH2:17][CH2:16]2)=[O:14])[N:8]=1)=[O:5].NC1N=C(C(C2CCN(C)CC2)=O)C=CC=1.FC1C=C(F)C=C(F)C=1C(Cl)=O>ClC1C=CC=CC=1>[F:1][C:2]1[CH:25]=[C:24]([F:26])[CH:23]=[C:22]([F:27])[C:3]=1[C:4]([NH:6][CH:7]1[CH2:12][CH2:11][CH2:10][CH:9]([C:13]([CH:15]2[CH2:16][CH2:17][N:18]([CH3:21])[CH2:19][CH2:20]2)=[O:14])[NH:8]1)=[O:5]

Participants

5

Reactant 3

HCID 1448952,4,6-Trifluorobenzoyl chlorideHCID 11401723(6-Aminopyridin-2-yl)(1-methylpiperidin-4-yl)methanoneHCID 11610526Lasmiditan

Product 1

HCID 67451829HCID 67451829, compound

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Procedure

The present invention is directed to a process for preparing 2,4,6-trifluoro-N-[6-(1-methyl-piperidine-4-carbonyl)-pyridin-2-yl]-benzamide or a pharmaceutically acceptable salt thereof e.g., the hemi-succinate salt comprising the step of: reacting (6-aminopyridin-2-yl)(1-methylpiperidin-4-yl)methanone (V) with 2,4,6-trifluorobenzoylchloride in the presence of chlorobenzene to yield 2,4,6-trifluoro-N-[6-(1-methyl-piperidin-4-ylcarbonyl)-piperidin-2-yl]benzamide (VI) hydrochloride.

Sources & evidence

ORD record
ord-adf91735a0c24055bf44450e9f336122
Source dataset
uspto-grants-2014_04
Patent number
US08697876B2

Reaction notes

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