Triethylamine → HCID 13077515, compound

HRID 542844Notes

Reaction equation

HRID 542844 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]([NH:9][C:10]1[CH:11]=[C:12]([O:21][CH3:22])[CH:13]=[C:14]2[C:19]=1[N:18]=[CH:17][CH:16]=[C:15]2[CH3:20])=[O:8].[N:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[N:29]1[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]1.C(N(CC)CC)C>C1(C)C=CC=CC=1.ClCCl>[CH3:22][O:21][C:12]1[CH:13]=[C:14]2[C:19](=[C:10]([NH:9][C:7](=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][N:32]3[CH2:33][CH2:34][N:29]([C:24]4[CH:25]=[CH:26][CH:27]=[CH:28][N:23]=4)[CH2:30][CH2:31]3)[CH:11]=1)[N:18]=[CH:17][CH:16]=[C:15]2[CH3:20]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 944591-(2-Pyridyl)piperazineHCID 6120236-Bromo-N-(6-methoxy-4-methyl-8-quinolinyl)hexanamide

Product 1

HCID 13077515HCID 13077515, compoundYield 85%

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 6344DichloromethaneSolvent

Procedure

A mixture of 3.3 g (0.009 mole) of 6-bromo-N-(6-methoxy-4-methyl-8-quinolinyl)hexanamide and 1.8 g (0.01 mole) of 1-(2-pyridinyl)piperazine in 10 ml of toluene was heated in an oil bath at 120° for 2.5 hr. After 1.5 hr, excess triethylamine was added slowly with stirring. After cooling, the reaction mixture was taken up in dichloromethane, washed with water, dried over anhydrous magnesium sulfate, and concentrated to dryness in vacuo. Recrystallization from 2-propanol afforded 3.4 g (85%) of the desired product, mp 120°-121°.

Workup

  1. temperaturewas heated in an oil bath at 120° for 2.5 hr
  2. temperatureAfter cooling
  3. washwashed with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated to dryness in vacuo
  6. customRecrystallization from 2-propanol

Sources & evidence

ORD record
ord-5664f792d093492ab98308185243b785
Source dataset
uspto-grants-1987_04
Patent number
US04659708

Reaction notes

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