Hydrochloric Acid → HCID 86613848, compound

HRID 2249401Notes

Reaction equation

HRID 2249401 reaction equation
C[O:2][C:3]([C:5]1[C:10]([Cl:11])=[C:9]([NH2:12])[CH:8]=[C:7]([C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[C:15]([O:20][CH2:21][CH:22]([F:24])[F:23])[C:14]=2[F:25])[N:6]=1)=[O:4].Cl>CO.[OH-].[Na+]>[NH2:12][C:9]1[CH:8]=[C:7]([C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[C:15]([O:20][CH2:21][CH:22]([F:24])[F:23])[C:14]=2[F:25])[N:6]=[C:5]([C:3]([OH:4])=[O:2])[C:10]=1[Cl:11]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86613849HCID 86613849, compound

Product 1

HCID 86613848HCID 86613848, compoundYield 87.5%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

A solution of 4-amino-3-chloro-6-(4-chloro-2-fluoro-3-(2,2-difluroethoxy)phenyl)pyridine-2-carboxylic acid methyl ester (0.300 g, 0.0008 mol) in methanol (5 mL) and sodium hydroxide (1N, 2 mL) was heated to reflux 1 hour and then acidified to pH 3 (concentrated hydrochloric acid) and allowed to cool. The resulting solid was collected and dried to give 4-amino-3-chloro-6-(4-chloro-2-fluoro-3-(2,2-difluoroethoxy)phenyl)pyridine-2-carboxylic acid (0.270 g, 0.0007 mol): mp 183-184° C. dec.

Workup

  1. temperatureto reflux 1 hour
  2. temperatureto cool
  3. customThe resulting solid was collected
  4. customdried

Sources & evidence

ORD record
ord-6aa5a6fcd7a04131aea525795aa4aea0
Source dataset
uspto-grants-2008_01
Patent number
US07314849B2

Reaction notes

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