Maleic Acid → HCID 68118066, compound

HRID 462257Notes

Reaction equation

HRID 462257 reaction equation
[CH2:1]([N:5]1[CH2:10][C:9](=[CH:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:8]2=[N:18][N:19]([CH2:27][C:28]([F:31])([F:30])[F:29])[CH:20]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH:7]2[CH2:6]1)[CH2:2][CH2:3][CH3:4].[C:32]([OH:39])(=[O:38])/[CH:33]=[CH:34]\[C:35]([OH:37])=[O:36]>C(#N)C.CCOCC>[C:32]([OH:39])(=[O:38])/[CH:33]=[CH:34]\[C:35]([OH:37])=[O:36].[CH2:1]([N:5]1[CH2:10][C:9](=[CH:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:8]2=[N:18][N:19]([CH2:27][C:28]([F:31])([F:29])[F:30])[CH:20]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH:7]2[CH2:6]1)[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 2

HCID 444266Maleic AcidHCID 53968227HCID 53968227, compound

Product 1

HCID 68118066HCID 68118066, compoundYield 67.9%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6342AcetonitrileSolvent

Procedure

5-Butyl-3,3a,4,5,6,7-hexahydro-3-phenyl-7-(phenylmethylene)-2-(2,2,2-trifluoroethyl)-2H-pyrazolo[4,3-c]pyridine (5.1 g, see Example 3) and 1.4 g of maleic acid are dissolved in 25 ml of warm acetonitrile and diluted to 400 ml with ether. On seeding and rubbing, the crystalline maleate salt slowly separates. After cooling for about 16 hours, the material is filtered, washed with ether, and dried in vacuo, yielding 4.4 g of material, melting point 150°-155° C (sintering at 130° C). Following crystallization from 15 ml acetonitrile-450 ml ether, the product weighs 3.0 g; melting point 152°-154° C, sintering at 130° C.

Workup

  1. temperatureAfter cooling for about 16 hours
  2. filtrationthe material is filtered
  3. washwashed with ether
  4. customdried in vacuo

Sources & evidence

ORD record
ord-cb967c830c2b42a492d326fdd8dfe2d0
Source dataset
uspto-grants-1977_12
Patent number
US04065617

Reaction notes

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