Hydrochloric Acid → 2,4-Bis(trifluoromethyl)pyrimidine-5-carboxylic acid

HRID 2394272Notes

Reaction equation

HRID 2394272 reaction equation
C([O:3][C:4]([C:6]1[C:7]([C:16]([F:19])([F:18])[F:17])=[N:8][C:9]([C:12]([F:15])([F:14])[F:13])=[N:10][CH:11]=1)=[O:5])C.[OH-].[Na+].Cl>CCO.O>[F:15][C:12]([F:13])([F:14])[C:9]1[N:8]=[C:7]([C:16]([F:19])([F:18])[F:17])[C:6]([C:4]([OH:5])=[O:3])=[CH:11][N:10]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 10493558Ethyl 2,4-bis(trifluoromethyl)pyrimidine-5-carboxylate

Product 1

HCID 105392422,4-Bis(trifluoromethyl)pyrimidine-5-carboxylic acidYield 33.9%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A solution of ethyl-2,4-bis(trifluoromethyl)pyrimidine-5-carboxylate (5.0 g, 17 mmol) and NaOH (0.72 g, 18 mmol) in EtOH (20 mL) and H2O (50 mL) was stirred at room temperature for 1 h. The solution was acidified (HCl) and the resulting solid was filtered and dried to give 2,4-bis (trifluoromethyl)-pyrimidine-5-carboxylic acid (1.5 g, 25%), m.p. 59° C., 1HNMR (DMSO-d6) δ 9.62 (s, 1H).

Workup

  1. filtrationthe resulting solid was filtered
  2. customdried

Sources & evidence

ORD record
ord-bf354a962e6e470eaaf32f7cad0bfba2
Source dataset
uspto-grants-1998_09
Patent number
US05811428

Reaction notes

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