Ethanol → 3-Ethyl 5-methyl 6-(difluoromethyl)-4-isopropylamino-2-(trifluoromethyl)-3,5-pyridinedicarboxylate

HRID 255426Notes

Reaction equation

HRID 255426 reaction equation
Cl[C:2]([F:27])([F:26])[C:3]1[N:8]=[C:7]([C:9]([F:12])([F:11])[F:10])[C:6]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:5]([NH:18][CH:19]([CH3:21])[CH3:20])[C:4]=1[C:22]([O:24][CH3:25])=[O:23].C(N(CC)CC)C.C(O)C>[Pd]>[F:27][CH:2]([F:26])[C:3]1[N:8]=[C:7]([C:9]([F:12])([F:10])[F:11])[C:6]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:5]([NH:18][CH:19]([CH3:21])[CH3:20])[C:4]=1[C:22]([O:24][CH3:25])=[O:23]

Participants

5

Reactant 3

HCID 702EthanolHCID 8471TriethylamineHCID 14013811HCID 14013811, compound

Product 1

HCID 143734063-Ethyl 5-methyl 6-(difluoromethyl)-4-isopropylamino-2-(trifluoromethyl)-3,5-pyridinedicarboxylateYield 89.8%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

This compound was prepared as described in Example 54: 2.7 g (0.006 mol) of product of Example 60, 0.65 g (0.006 mol) of triethylamine and 0.12 g of Pd/C (10%) in 30 mol of ethanol were reacted affording an oil residue which was kugelrohr distilled at 80 Pa, pot temperature 104° C., to give 2.07 g (89.8%) of product as a white solid; mp 53°-55° C.

Workup

  1. customThis compound was prepared
  2. customaffording an oil residue which
  3. distillationwas kugelrohr distilled at 80 Pa, pot temperature 104° C.

Sources & evidence

ORD record
ord-2f1a918c5d954a689f4c88b620cff4f5
Source dataset
uspto-grants-1987_10
Patent number
US04698093

Reaction notes

Loading…