Potassium Carbonate → HCID 67212568, compound

HRID 1671350Notes

Reaction equation

HRID 1671350 reaction equation
[CH3:1][C:2]1[NH:6][N:5]=[C:4]([C:7]([F:10])([F:9])[F:8])[N:3]=1.C([O-])([O-])=O.[K+].[K+].Cl[CH:18]([C:24](=[O:26])[CH3:25])[C:19]([O:21][CH2:22][CH3:23])=[O:20]>C1COCC1.CO.C(Cl)Cl>[CH2:22]([O:21][C:19](=[O:20])[CH:18]([N:6]1[C:2]([CH3:1])=[N:3][C:4]([C:7]([F:10])([F:9])[F:8])=[N:5]1)[C:24](=[O:26])[CH3:25])[CH3:23]

Participants

7

Reactant 3

HCID 11430Potassium CarbonateHCID 11858Ethyl 2-chloroacetoacetateHCID 27832125-methyl-3-(trifluoromethyl)-1H-1,2,4-triazole

Product 1

HCID 67212568HCID 67212568, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 6344DichloromethaneSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
40 °C

Procedure

To a stirring solution of 5-methyl-3-(trifluoromethyl)-1H-1,2,4-triazole (2 g, 13.24 mmol) in THF (60 ml) is added K2CO3 (3.66 g, 26.5 mmol). The mixture is allowed to stir for 20 minutes at 40° C. before adding ethyl 2-chloro-3-oxobutanoate (2.61 g, 15.88 mmol) and leaving to stir. The reaction mixture is filtered to remove solids, before concentrating under vacuum to yield a dark orange/red oil. The oil is taken up in 2% MeOH in DCM and purified on silica eluting with 2% MeOH in DCM to afford the title compound as a pale yellow oil. MS m/z 280.0 [M+H]+

Workup

  1. customleaving
  2. stirringto stir
  3. filtrationThe reaction mixture is filtered
  4. customto remove solids
  5. concentrationbefore concentrating under vacuum
  6. customto yield a dark orange/red oil
  7. custompurified on silica eluting with 2% MeOH in DCM

Sources & evidence

ORD record
ord-11ea56d555854e83b12ae2c715726aa5
Source dataset
uspto-grants-2011_08
Patent number
US07994203B2

Reaction notes

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