Dimethyl Sulfoxide → HCID 69779737, compound

HRID 1760675Notes

Reaction equation

HRID 1760675 reaction equation
[CH3:1][O:2][C:3](=[O:22])[C:4]1[C:9](Cl)=[CH:8][C:7](C)=[N:6][C:5]=1[O:12][C:13]1[C:18]([CH3:19])=[CH:17][C:16]([Cl:20])=[CH:15][C:14]=1[CH3:21].[CH2:23]([CH:25]([NH2:28])[CH2:26][CH3:27])[CH3:24].[CH3:29]S(C)=O>>[CH3:1][O:2][C:3](=[O:22])[C:4]1[C:9]([CH2:29][NH:28][CH:25]([CH2:26][CH3:27])[CH2:23][CH3:24])=[CH:8][CH:7]=[N:6][C:5]=1[O:12][C:13]1[C:14]([CH3:21])=[CH:15][C:16]([Cl:20])=[CH:17][C:18]=1[CH3:19]

Participants

4

Reactant 3

HCID 679Dimethyl SulfoxideHCID 120193-PentanamineHCID 248062602-(4-Chloro-2,6-dimethyl-phenoxy)-4-chloro-6-methyl-nicotinic acid methyl ester

Product 1

HCID 69779737HCID 69779737, compound

Conditions

Temperature
120 °C

Procedure

A mixture of 4-chloro-6-methyl-2-(4-Chloro-2,6-dimethyl-phenoxy)-nicotinic acid methyl ester (77 mg, 0.226 mmol) and 1-ethyl-propyl-amine in DMSO was heated at 120° C. for 4 hr. The mixture was quenched with sat. ammonium chloride, water, brine and extracted with ethyl acetate. The organic layer was dried and concentrated to give 140 mg of yellow solid.

Workup

  1. customThe mixture was quenched with sat. ammonium chloride, water, brine
  2. extractionextracted with ethyl acetate
  3. customThe organic layer was dried
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-b19e2b86138541f296cbbbc5ce29d8b0
Source dataset
uspto-grants-2005_01
Patent number
US06844351B1

Reaction notes

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