Triethylamine → HCID 18967508, compound

HRID 235120Notes

Reaction equation

HRID 235120 reaction equation
[NH2:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][CH:8]=[C:9]2[N:12]2[CH2:17][CH2:16][N:15]([CH3:18])[CH2:14][CH2:13]2)=[CH:4][CH:3]=1.C(N(CC)CC)C.[C:26](Cl)(=[O:32])[CH2:27][CH2:28][CH2:29][CH2:30][CH3:31]>C(#N)C>[C:26]([NH:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][CH:8]=[C:9]2[N:12]2[CH2:17][CH2:16][N:15]([CH3:18])[CH2:14][CH2:13]2)=[CH:4][CH:3]=1)(=[O:32])[CH2:27][CH2:28][CH2:29][CH2:30][CH3:31]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 67340Hexanoyl chlorideHCID 233534847-Amino-1-(4-methyl-1-piperazinyl)-naphthalene

Product 1

HCID 18967508HCID 18967508, compoundYield 37.8%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The title product was prepared following the procedure of example 16 from 7-amino-1-(4-methyl-1-piperazinyl)-naphthalene (0.182 g, 0.755 mmol) and triethylamine (0.201 mL, 1.51 mmol) and hexanoyl chloride (0.211 mL, 1.51 mmol)in acetonitrile (10 mL) with an overnight reflux. The product was purified by recrystallization from ethyl acetate/hexane to yield 0.097g (37%) of the title compound: mp 144°-146° C. Analysis calculated for C21H29N3O: C, 74.30; H, 8.61; N, 12.38. Found: C, 73.91; H, 8.52; N, 12.22.

Workup

  1. customThe title product was prepared
  2. customwith an overnight
  3. temperaturereflux
  4. customThe product was purified by recrystallization from ethyl acetate/hexane

Sources & evidence

ORD record
ord-41e563d4581f4d8999f3b37256480958
Source dataset
uspto-grants-1997_01
Patent number
US05597826

Reaction notes

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