Hydrogen Bromide → (6-Bromopyridin-2-yl)(1-methylpiperidin-4-yl)methanone hydrobromide

HRID 2366815Notes

Reaction equation

FC1C=C(F)C=C(F)C=1C(NC1C=CC=C([C:13]([CH:15]2[CH2:20][CH2:19][N:18]([CH3:21])[CH2:17][CH2:16]2)=[O:14])N=1)=O.C(N(CC)C(C1CCN(C)CC1)=O)C.[Br:42][C:43]1[CH:48]=[CH:47][CH:46]=[C:45]([Br:49])[N:44]=1.Br>>[BrH:42].[Br:49][C:45]1[N:44]=[C:43]([C:13]([CH:15]2[CH2:20][CH2:19][N:18]([CH3:21])[CH2:17][CH2:16]2)=[O:14])[CH:48]=[CH:47][CH:46]=1

Participants

Reactant 4

HCID 260Hydrogen Bromide

HCID 122742,6-Dibromopyridine

HCID 412858N,N-DIETHYL-1-METHYL-PIPERIDINE-4-CARBOXAMIDE

HCID 11610526Lasmiditan

Product 1

HCID 86679073(6-Bromopyridin-2-yl)(1-methylpiperidin-4-yl)methanone hydrobromide

Procedure

The present invention relates to a process for preparing 2,4,6-trifluoro-N-[6-(1-methyl-piperidine-4-carbonyl)-pyridin-2-yl]-benzamide or a salt thereof, further comprising the step of: reacting N,N-diethyl-1-methylpiperidine-4-carboxamide with a solution of 2,6-dibromopyridine and Grignard reagent followed by the addition hydrobromic acid to yield (6-bromopyridin-2-yl)(1-methylpiperidin-4-yl)methanone hydrobromide.

Sources & evidence

ORD record: ord-cee148a48340493982bf6d1b03598317
Source dataset: uspto-grants-2014_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08697876B2

Reaction notes

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