HCID 56974450, compound → HCID 67568438, compound

HRID 1418394Notes

Reaction equation

HRID 1418394 reaction equation
C1O[C:4]2([CH2:9][CH2:8][N:7]([C:10]([N:12]3[CH2:16][CH2:15][CH2:14][CH2:13]3)=[O:11])[CH2:6][CH2:5]2)OC1.[ClH:18].[NH2:19][C:20]1[CH:28]=[CH:27][CH:26]=[C:25]([F:29])[C:21]=1[C:22]([NH2:24])=[NH:23]>C(#N)C>[ClH:18].[F:29][C:25]1[CH:26]=[CH:27][CH:28]=[C:20]2[C:21]=1[C:22]([NH2:24])=[N:23][C:4]1([CH2:5][CH2:6][N:7]([C:10]([N:12]3[CH2:13][CH2:14][CH2:15][CH2:16]3)=[O:11])[CH2:8][CH2:9]1)[NH:19]2

Participants

4

Reactant 2

HCID 56974450HCID 56974450, compoundHCID 67568803HCID 67568803, compound

Product 1

HCID 67568438HCID 67568438, compoundYield 29.9%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

1-(1-pyrrolidinylcarbonyl)-4-piperidone ethylene ketal (120 mg, 0.5 mmol) and 2-amino-6-fluorobenzamidine hydrochloride (113 mg, 0.5 mmol) in dry acetonitrile (10 ml) were heated at reflux for 18 h. The mixture was cooled and filtered and the filtrate treated with an equal volume of dry ether. After standing in the refrigerator overnight the pale yellow solid which separated was filtered, washed with dry ether and dried to give the title compound (55 mg), m.p. 246°-248° C. (dec.).

Workup

  1. temperatureat reflux for 18 h
  2. temperatureThe mixture was cooled
  3. filtrationfiltered
  4. additionthe filtrate treated with an equal volume of dry ether
  5. customAfter standing in the refrigerator overnight
  6. customseparated
  7. filtrationwas filtered
  8. washwashed with dry ether
  9. customdried

Sources & evidence

ORD record
ord-6ce2e87a5d91457fba97d32e60a2c2a6
Source dataset
uspto-grants-1999_03
Patent number
US05883102

Reaction notes

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