Trifluoroacetic acid → 3-(3-(Piperidin-4-ylidenemethyl)benzyl)-6-methoxy-2-methylpyridine trifluoroacetate

HRID 1666524Notes

Reaction equation

HRID 1666524 reaction equation
[CH3:1][O:2][C:3]1[N:8]=[C:7]([CH3:9])[C:6]([CH2:10][C:11]2[CH:12]=[C:13]([CH:28]=[CH:29][CH:30]=2)[CH:14]=[C:15]2[CH2:20][CH2:19][N:18](C(OC(C)(C)C)=O)[CH2:17][CH2:16]2)=[CH:5][CH:4]=1.[F:31][C:32]([F:37])([F:36])[C:33]([OH:35])=[O:34]>>[F:31][C:32]([F:37])([F:36])[C:33]([OH:35])=[O:34].[NH:18]1[CH2:19][CH2:20][C:15](=[CH:14][C:13]2[CH:12]=[C:11]([CH:30]=[CH:29][CH:28]=2)[CH2:10][C:6]2[C:7]([CH3:9])=[N:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)[CH2:16][CH2:17]1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66876192HCID 66876192, compound

Product 1

HCID 668769293-(3-(Piperidin-4-ylidenemethyl)benzyl)-6-methoxy-2-methylpyridine trifluoroacetateYield 72.9%

Procedure

A 0° C. solution of tert-butyl 4-(3-((6-methoxy-2-methylpyridin-3-yl)methyl)benzylidene)piperidine-1-carboxylate (0.186 g, 0.487 mmol) dichloromethane (3 mL) was treated with trifluoroacetic acid (0.693 mL, 9.74 mmol). The resulting mixture was stirred for 1 h at room temperature. The solution was concentrated under reduced pressure to give the crude title compound (0.15 g).

Workup

  1. concentrationThe solution was concentrated under reduced pressure

Sources & evidence

ORD record
ord-4d6cc51d3d4e42de9d1e5b764c64f87c
Source dataset
uspto-grants-2011_10
Patent number
US08044052B2

Reaction notes

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