Triethylamine → HCID 14013819, compound

HRID 2291493Notes

Reaction equation

HRID 2291493 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].[F:25][C:26]([F:33])([C:29]([F:32])([F:31])[F:30])[CH2:27][NH2:28].C(N(CC)CC)C>CN(C=O)C>[Cl:15][C:12]([F:14])([F:13])[C:6]1[N:5]=[C:4]([C:16]([F:19])([F:17])[F:18])[C:3]([C:20]([O:22][CH2:23][CH3:24])=[O:21])=[C:2]([NH:28][CH2:27][C:26]([F:33])([F:25])[C:29]([F:32])([F:31])[F:30])[C:7]=1[C:8]([O:10][CH3:11])=[O:9]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 790022,2,3,3,3-PentafluoropropylamineHCID 140137593-Ethyl 5-methyl 4-chloro-6-(chlorodifluoromethyl)-2-(trifluoromethyl)-3,5-pyridinedicarboxylate

Product 1

HCID 14013819HCID 14013819, compoundYield 81.1%

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, 1.94 g (0.013 mol) of 2,2,3,3,3-pentafluoropropylamine, 1.81 ml (0.013 mol) of triethylamine in 30 ml of DMF were reacted at 50° C. for 64 hours, affording 5.36 g of oil. This oil was purified by HPLC using 1% ethyl acetate/cyclohexane as eluting solvent to give 1.82 g of oil which was kugelrohr distilled at 41 Pa, pot temperature 95° C., to give 1.55 g (23.4%) of product as a clear oil, n25D 1.4351.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-494a9f2f63e54c3d8dbba13094b1c62a
Source dataset
uspto-grants-1989_01
Patent number
US04797149

Reaction notes

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