Pyridine → HCID 15614618, compound

HRID 621376Notes

Reaction equation

HRID 621376 reaction equation
[F:1][C:2]([F:17])([F:16])[C:3]1[CH:4]=[C:5]([CH:9]2[NH:13][CH2:12][CH:11]([CH2:14][CH3:15])[O:10]2)[CH:6]=[CH:7][CH:8]=1.N1C=CC=CC=1.[C:24](Cl)(=[O:28])[CH2:25][CH2:26][CH3:27]>C(Cl)Cl>[F:17][C:2]([F:1])([F:16])[C:3]1[CH:4]=[C:5]([CH:9]2[N:13]([C:24](=[O:28])[CH2:25][CH2:26][CH3:27])[CH2:12][CH:11]([CH2:14][CH3:15])[O:10]2)[CH:6]=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 8855Butyryl chlorideHCID 212424932-(m-Trifluoromethylphenyl)-5-ethyl-1,3-oxazolidine

Product 1

HCID 15614618HCID 15614618, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Four and seven-tenths grams of 2-(m-trifluoromethylphenyl)-5-ethyl-1,3-oxazolidine was combined with 1.6 g of pyridine in 25 ml of methylene chloride and 2.0 g of butyroyl chloride was added dropwise. The mixture was allowed to stir overnight. The mixture was washed with 50 ml of 5% NaOH and 200 ml of water, dried and stripped on the rotary evaporator. Yield was 6.3 g, nD30 1.5015. The structure was confirmed by NMR and infrared spectroscopy.

Workup

  1. additionwas added dropwise
  2. washThe mixture was washed with 50 ml of 5% NaOH and 200 ml of water
  3. customdried
  4. customstripped on the rotary evaporator

Sources & evidence

ORD record
ord-39998d3037854da0b3bcb60140ee61a2
Source dataset
uspto-grants-1989_04
Patent number
US04824468

Reaction notes

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