Piperidine → HCID 20335457, compound

HRID 1706437Notes

Reaction equation

HRID 1706437 reaction equation
[I-:1].[CH2:2]([C:6]1[CH:15]=[CH:14][C:13]2[N+:12]3[CH:16]=[C:17]4[CH:26]=[CH:25][C:24]5[CH:23]=[C:22](F)[CH:21]=[CH:20][C:19]=5[N:18]4[C:11]=3[CH:10]=[CH:9][C:8]=2[CH:7]=1)[CH2:3][CH2:4][CH3:5].[NH:28]1[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]1.CN1CCCC1=O>CCOCC>[I-:1].[CH2:2]([C:6]1[CH:15]=[CH:14][C:13]2[N+:12]3[CH:16]=[C:17]4[CH:26]=[CH:25][C:24]5[CH:23]=[C:22]([N:28]6[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]6)[CH:21]=[CH:20][C:19]=5[N:18]4[C:11]=3[CH:10]=[CH:9][C:8]=2[CH:7]=1)[CH2:3][CH2:4][CH3:5]

Participants

5

Reactant 3

HCID 8082PiperidineHCID 13387N-methyl-2-pyrrolidoneHCID 20335519HCID 20335519, compound

Product 1

HCID 20335457HCID 20335457, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 4.7 g. of 3-butyl-10-fluoroimidazo[1,2-a:3,4-a']diquinolin-15-ium iodide, 5.0 ml. of piperidine and 50 ml. of N-methyl-2-pyrrolidinone is heated at reflux for 16 hours, then cooled and diluted with 400 ml. of ether. The resulting precipitate of 3-butyl-10-(1-piperidinyl)imidazo[1,2-a:3,4-a']diquinolin-15-ium iodide is collected by filtration; m.p. 266°-267° C. (dec.), after crystallization from ethanol.

Workup

  1. additionA mixture of 4.7 g
  2. temperatureat reflux for 16 hours
  3. temperaturecooled
  4. additiondiluted with 400 ml
  5. filtrationThe resulting precipitate of 3-butyl-10-(1-piperidinyl)imidazo[1,2-a:3,4-a']diquinolin-15-ium iodide is collected by filtration
  6. customm.p. 266°-267° C. (dec.), after crystallization from ethanol

Sources & evidence

ORD record
ord-9febcf5f9c7c48a0ba6c27d53706999e
Source dataset
uspto-grants-1980_06
Patent number
US04207320

Reaction notes

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