Isopropylamine → 2-(Isopropylamino)-6-methylisonicotinic acid

Reaction equation

CN(C)C1C=C([CH:9]=[C:10]([CH3:12])[N:11]=1)C(O)=O.Cl[C:15]1[CH:16]=[C:17]([CH:21]=[C:22]([CH3:24])[N:23]=1)[C:18]([OH:20])=[O:19].C(N)(C)C>>[CH:10]([NH:11][C:15]1[CH:16]=[C:17]([CH:21]=[C:22]([CH3:24])[N:23]=1)[C:18]([OH:20])=[O:19])([CH3:12])[CH3:9]

Participants

Reactant 3

HCID 6363Isopropylamine

HCID 1412092-Chloro-6-methylpyridine-4-carboxylic acid

HCID 179213472-(Dimethylamino)-6-methylpyridine-4-carboxylic acid

Product 1

HCID 595041982-(Isopropylamino)-6-methylisonicotinic acid

Procedure

The title compound is prepared in analogy to 2-dimethylamino-6-methyl-isonicotinic acid starting from 2-chloro-6-methyl-isonicotinic acid and isopropylamine; LC-MS: tR=0.52 min, [M+1]+=195.09.

Sources & evidence

ORD record: ord-c24129c02a2d424fb4b8a33a8acef008
Source dataset: uspto-grants-2013_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08592460B2

Reaction notes

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