Triethylamine → HCID 20517713, compound

HRID 2198872Notes

Reaction equation

HRID 2198872 reaction equation
[NH2:1][CH:2]1[CH2:7][CH2:6][N:5]([CH3:8])[CH2:4][CH2:3]1.[Cl:9][C:10]1[CH:11]=[CH:12][C:13]([F:19])=[C:14]([CH:18]=1)[C:15](Cl)=[O:16].C(N(CC)CC)C>C1C=CC=CC=1>[Cl:9][C:10]1[CH:11]=[CH:12][C:13]([F:19])=[C:14]([CH:18]=1)[C:15]([NH:1][CH:2]1[CH2:7][CH2:6][N:5]([CH3:8])[CH2:4][CH2:3]1)=[O:16]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 27375314-Amino-1-methylpiperidineHCID 27736045-Chloro-2-fluorobenzoyl chloride

Product 1

HCID 20517713HCID 20517713, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of 23.9 g 4-amino-1-methyl-piperidine, 48.5 g 5-chloro-2-fluoro-benzoyl chloride, 44 ml triethylamine and 550 ml benzene is refluxed for 2 hours. Thereafter the solvent is evaporated off in vacuo and the residue is added dropwise under stirring to water. The solution is made alkaline and extracted with toluene. The toluene phase is dried and evaporated. The residue is recrystallised from methylene chloride/ether/petroleum ether to give the heading compound, m.p. 143°-145°.

Workup

  1. temperatureis refluxed for 2 hours
  2. customThereafter the solvent is evaporated off in vacuo
  3. additionthe residue is added dropwise
  4. extractionextracted with toluene
  5. dry with materialThe toluene phase is dried
  6. customevaporated
  7. customThe residue is recrystallised from methylene chloride/ether/petroleum ether
  8. customto give the heading compound, m.p. 143°-145°

Sources & evidence

ORD record
ord-eff5fecb943f4873b3f16d8ca3fa0b43
Source dataset
uspto-grants-1982_11
Patent number
US04360525

Reaction notes

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