2-Methylpiperidine → 5-Methyl-6-(2-methylpiperidin-1-yl)nicotinonitrile

HRID 336260Notes

Reaction equation

[C:1]([C:3]1[CH:4]=[C:5]([CH3:10])[C:6](F)=[N:7][CH:8]=1)#[N:2].[CH3:11][CH:12]1[CH2:17][CH2:16][CH2:15][CH2:14][NH:13]1>>[CH3:10][C:5]1[C:6]([N:13]2[CH2:14][CH2:15][CH2:16][CH2:17][CH:12]2[CH3:11])=[N:7][CH:8]=[C:3]([CH:4]=1)[C:1]#[N:2]

Participants

Reactant 2

HCID 79742-Methylpiperidine

HCID 232882695-Cyano-2-fluoro-3-picoline

Product 1

HCID 674005855-Methyl-6-(2-methylpiperidin-1-yl)nicotinonitrile

Conditions

Temperature: 90 °C

Procedure

A mixture of 5-cyano-2-fluoro-3-methylpyridine (Molekula M52391889; 1.5 g; 11 mmol; 1 eq.) and 2-methylpiperidine (5.2 mL; 44.1 mmol; 4 eq.) was stirred at 90° C. for 16 hours.

Sources & evidence

ORD record: ord-8761c349e3134a7f85bf3a9876c2e5e3
Source dataset: uspto-grants-2014_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08889668B2

Reaction notes

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