Methyl 2,6-dichloroisonicotinate → HCID 59028283, compound

HRID 1944574Notes

Reaction equation

HRID 1944574 reaction equation
Cl[C:2]1[CH:3]=[C:4]([CH:9]=[C:10](Cl)[N:11]=1)[C:5](OC)=O.CNS(C)(=O)=O.Cl[C:20]1[CH:21]=[C:22]([CH:26]=[C:27]([N:29]([CH3:34])[S:30]([CH3:33])(=[O:32])=[O:31])[N:28]=1)[C:23]([OH:25])=[O:24]>>[CH3:10][N:11]([CH2:2][CH:3]1[CH2:5][CH:4]1[CH3:9])[C:20]1[CH:21]=[C:22]([CH:26]=[C:27]([N:29]([CH3:34])[S:30]([CH3:33])(=[O:32])=[O:31])[N:28]=1)[C:23]([OH:25])=[O:24]

Participants

4

Reactant 3

HCID 93237Methyl 2,6-dichloroisonicotinateHCID 97632N-MethylmethanesulfonamideHCID 167483252-Chloro-6-[methyl(methylsulfonyl)amino]isonicotinic acid

Product 1

HCID 59028283HCID 59028283, compound

Procedure

Prepared from Methyl 2,6-dichloroisonicotinate, methyl(methylsulfonyl)amine and intermediate 3.3.1 following a similar procedure as described for the preparation of intermediate 4.2c.1. 1H NMR (400 MHz, CD3OD) δ 7.02 (s, 1H), 6.96 (s, 1H), 3.55 (A of ABX, dd, J=14.4, 6.0 Hz, 1H), 3.29 (B of ABX, dd, J=14.4, 7.2 Hz, 1H), 3.35 (s, 3H), 3.15 (s, 3H), 3.12 (s, 3H), 1.03 (d, J=6.0 Hz, 3H), 0.82-0.66 (m, 2H), 0.48-0.41 (m, 1H), 0.28-0.22 (m, 1H).

Sources & evidence

ORD record
ord-80025ad6f89945d1a3a51d3ac3527132
Source dataset
uspto-grants-2013_03
Patent number
US08394837B2

Reaction notes

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