Triethylamine → HCID 13342513, compound

HRID 580433Notes

Reaction equation

HRID 580433 reaction equation
[NH2:1][CH2:2][C:3]1[CH:8]=[CH:7][N:6]=[CH:5][CH:4]=1.C(N(CC)CC)C.[Cl:16][C:17]1[CH:29]=[CH:28][C:20]([O:21][CH:22]([CH2:26][CH3:27])[C:23](Cl)=[O:24])=[CH:19][C:18]=1[C:30]([F:33])([F:32])[F:31]>C1(C)C=CC=CC=1>[N:6]1[CH:7]=[CH:8][C:3]([CH2:2][NH:1][C:23](=[O:24])[CH:22]([O:21][C:20]2[CH:28]=[CH:29][C:17]([Cl:16])=[C:18]([C:30]([F:32])([F:33])[F:31])[CH:19]=2)[CH2:26][CH3:27])=[CH:4][CH:5]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 773174-PyridinemethanamineHCID 20133796HCID 20133796, compound

Product 1

HCID 13342513HCID 13342513, compoundYield 42.9%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

In 50 ml of toluene were dissolved 1.3 g (0.012 mole) of 4-(aminomethyl)pyridine and 1.0 g (0.010 mole) of triethylamine. Thereto was added dropwise a solution of 3.0 g (0.010 mole) of 2-(4-chloro-3-trifluoromethylphenoxy)-butyroyl chloride in 30 ml of toluene at room temperature with stirring, and the mixture was treated according to the same procedure as in Synthesis Example 10. The resultant oily substance was subjected to silica gel column chromatography by eluting with toluene to obtain 1.6 g of N-(4-pyridylmethyl)-2-(4-chloro-3-trifluoromethylphenoxy)-butyramide showing nD19 1.5228 as pale yellow oil.

Workup

  1. additionthe mixture was treated
  2. customaccording to the same procedure as in Synthesis Example 10
  3. washby eluting with toluene

Sources & evidence

ORD record
ord-1d09fdb44d9245d3ac8be77b339feafa
Source dataset
uspto-grants-1988_06
Patent number
US04753674

Reaction notes

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