N-Methylethylamine → 2-Ethyl-6-(ethyl-methyl-amino)-isonicotinic acid

HRID 1908755Notes

Reaction equation

HRID 1908755 reaction equation
[CH3:1][N:2]([CH3:14])[C:3]1[CH:4]=[C:5]([CH:9]=[C:10]([CH2:12][CH3:13])[N:11]=1)[C:6]([OH:8])=[O:7].[CH2:15](NC)C>>[CH2:12]([C:10]1[CH:9]=[C:5]([CH:4]=[C:3]([N:2]([CH2:14][CH3:15])[CH3:1])[N:11]=1)[C:6]([OH:8])=[O:7])[CH3:13]

Participants

3

Reactant 2

HCID 12219N-MethylethylamineHCID 584181012-Dimethylamino-6-ethyl-isonicotinic acid

Product 1

HCID 584180162-Ethyl-6-(ethyl-methyl-amino)-isonicotinic acid

Procedure

2-Ethyl-6-(ethyl-methyl-amino)-isonicotinic acid is prepared in analogy to 2-dimethylamino-6-ethyl-isonicotinic acid using ethyl-methyl-amine; LC-MS: tR=0.56 min; [M+1]+=209.20; 1H NMR (D6-DMSO: δ 1.16 (t, J=7.0 Hz, 3H), 1.24 (t, J=7.3 Hz, 3H), 2.95 (q, J=7.0 Hz, 2H), 3.57 (s, 3H), 3.76 (q, J=6.3 Hz), 6.98 (s, 1H), 7.23 (s, 1H).

Sources & evidence

ORD record
ord-e50d612979164e689cc2b07339d3c33c
Source dataset
uspto-grants-2013_12
Patent number
US08598208B2

Reaction notes

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