Hydrochloric Acid → HCID 25173542, compound

HRID 605478Notes

Reaction equation

HRID 605478 reaction equation
C[O:2][C:3]([C:5]1[C:10]([Cl:11])=[C:9]([NH2:12])[N:8]=[C:7]([C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=2[F:20])[N:6]=1)=[O:4].[OH-].[Na+].Cl>CO>[NH2:12][C:9]1[N:8]=[C:7]([C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=2[F:20])[N:6]=[C:5]([C:3]([OH:4])=[O:2])[C:10]=1[Cl:11]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 670479776-Amino-5-chloro-2-(4-chloro-2-fluorophenyl)pyrimidine-4-carboxylic acid methyl ester

Product 1

HCID 25173542HCID 25173542, compoundYield 44.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

6-Amino-5-chloro-2-(4-chloro-2-fluorophenyl)pyrimidine-4-carboxylic acid methyl ester (400 mg, 1.26 mmol) was dissolved in 10 mL methanol and 2 mL of 2N sodium hydroxide (4 mmol) was added. The reaction mixture was stirred at room temperature for 4 hours and then acidified with a slight excess of 2N HCl. The resulting solution was concentrated and the precipitate that formed was filtered, washed with water, and dried yielding the title compound (170 mg, 44% yield): mp 194-196° C.: 1H NMR (DMSO-d6+few drops of D2O): δ 7.92 (m, 1H), 7.54 (dd, 1H), 7.42 (dd, 1H).

Workup

  1. concentrationThe resulting solution was concentrated
  2. customthe precipitate that formed
  3. filtrationwas filtered
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-cfedbd0270054cf291729ed3e051e753
Source dataset
uspto-grants-2011_03
Patent number
US07915200B2

Reaction notes

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