Triethylamine → HCID 14013827, compound

HRID 1649682Notes

Reaction equation

HRID 1649682 reaction equation
Cl[C:2]1[C:7]([C:8]([O:10][CH3:11])=[O:9])=[C:6]([C:12]([Cl:15])([F:14])[F:13])[N:5]=[C:4]([C:16]([F:19])([F:18])[F:17])[C:3]=1[C:20]([O:22][CH2:23][CH3:24])=[O:21].C([N:27]([CH2:30][CH3:31])[CH2:28]C)C.N1CCC1>CN(C=O)C>[N:27]1([C:2]2[C:7]([C:8]([O:10][CH3:11])=[O:9])=[C:6]([C:12]([Cl:15])([F:14])[F:13])[N:5]=[C:4]([C:16]([F:19])([F:18])[F:17])[C:3]=2[C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH2:28][CH2:31][CH2:30]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 10422AzetidineHCID 140137593-Ethyl 5-methyl 4-chloro-6-(chlorodifluoromethyl)-2-(trifluoromethyl)-3,5-pyridinedicarboxylate

Product 1

HCID 14013827HCID 14013827, compoundYield 86.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

This compound was prepared as described in Example 37: 5.0 g (0.013 mol) of product of Example 28, 1.32 g (0.013 mol) of triethylamine, 0.75 g (0.013 mol) of azetidine in 30 ml of DMF were reacted at room temperature for 16 hours affording 4.71 g of solid which was recrystallized in hot hexane to give 3.93 g (72.5%) of white solid. A portion of this solid, 1.93 g, was recrystallized a second time in hot hexane to give 1.43 g of product as a white solid; mp 74.5°-75.5° C.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-ede0f12662024ac096b68841d7f56f60
Source dataset
uspto-grants-1990_05
Patent number
US04921530

Reaction notes

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