Water → HCID 68600841, compound

HRID 1782624Notes

Reaction equation

HRID 1782624 reaction equation
[CH3:1][O:2][C:3]([C:5]1[C:10]([Cl:11])=[C:9]([NH:12]C(=O)C)[CH:8]=[C:7]([C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[C:18]([O:23][CH2:24][CH3:25])[C:17]=2[F:26])[N:6]=1)=[O:4].C(Cl)(=O)C.O>CO>[CH3:1][O:2][C:3]([C:5]1[C:10]([Cl:11])=[C:9]([NH2:12])[CH:8]=[C:7]([C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[C:18]([O:23][CH2:24][CH3:25])[C:17]=2[F:26])[N:6]=1)=[O:4]

Participants

5

Reactant 3

HCID 962WaterHCID 6367Acetyl chlorideHCID 68596083HCID 68596083, compound

Product 1

HCID 68600841HCID 68600841, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 4-acetylamino-3-chloro-6-(4-chloro-2-fluoro-3-ethoxyphenyl)pyridine-2-carboxylic acid methyl ester (0.5 g, 0.0013 mol) in methanol (10 mL) was added acetyl chloride (1 mL) and the solution heated under reflux for 1 hour. Water (2 mL) was added and resulting solid collected and dried to give 4-amino-3-chloro-6-(4-chloro-2-fluoro-3-ethoxyphenyl)pyridine-2-carboxylic acid methyl ester: mp 154-156° C.

Workup

  1. temperaturethe solution heated
  2. temperatureunder reflux for 1 hour
  3. customresulting solid
  4. customcollected
  5. customdried

Sources & evidence

ORD record
ord-c6562d5666814b609b1d0aee0b8f25c4
Source dataset
uspto-grants-2009_03
Patent number
US07498468B2

Reaction notes

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