Pyrrolidine → HCID 20335547, compound

HRID 1706435Notes

Reaction equation

HRID 1706435 reaction equation
[I-:1].F[C:3]1[CH:12]=[CH:11][C:10]2[N:9]3[C:13]4[CH:22]=[CH:21][C:20]5[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=5[N+:14]=4[CH:23]=[C:8]3[CH:7]=[CH:6][C:5]=2[CH:4]=1.[NH:24]1[CH2:28][CH2:27][CH2:26][CH2:25]1>CO>[I-:1].[N:24]1([C:3]2[CH:12]=[CH:11][C:10]3[N:9]4[C:13]5[CH:22]=[CH:21][C:20]6[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=6[N+:14]=5[CH:23]=[C:8]4[CH:7]=[CH:6][C:5]=3[CH:4]=2)[CH2:28][CH2:27][CH2:26][CH2:25]1

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 20335504HCID 20335504, compound

Product 1

HCID 20335547HCID 20335547, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
190 °C

Procedure

A mixture of 4.14 g. of 10-fluoroimidazo[1,2-a:3,4-a']diquinolin-15-ium iodide, 3.6 g. of pyrrolidine and 100 ml. of methanol is stirred and heated in a pressure vessel at 190° C. for 24 hours, then cooled and evaporated at reduced pressure. The resulting precipitate of 10-(1-pyrrolidinyl)imidazo[1,2-a:3,4-a']diquinolin-15-ium iodide is collected and washed with cold methanol; m.p. 350°-355° C., after crystallization from dimethylformamide.

Workup

  1. additionA mixture of 4.14 g
  2. temperaturecooled
  3. customevaporated at reduced pressure
  4. customThe resulting precipitate of 10-(1-pyrrolidinyl)imidazo[1,2-a:3,4-a']diquinolin-15-ium iodide is collected
  5. washwashed with cold methanol
  6. customm.p. 350°-355° C., after crystallization from dimethylformamide

Sources & evidence

ORD record
ord-94698e73cb0a469b872367b1748d056a
Source dataset
uspto-grants-1980_06
Patent number
US04207320

Reaction notes

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