Fumaric Acid → HCID 16734500, compound

HRID 1714891Notes

Reaction equation

HRID 1714891 reaction equation
[C:1]([OH:8])(=[O:7])/[CH:2]=[CH:3]/[C:4]([OH:6])=[O:5].[CH2:9]([C:13]1[CH:14]=[C:15]2[N:20]([C:21]=1[C:22]([C:24]1[CH:29]=[CH:28][C:27]([CH2:30][CH2:31][CH2:32][N:33]([CH2:37][CH2:38][CH3:39])[CH2:34][CH2:35][CH3:36])=[CH:26][CH:25]=1)=[O:23])[CH:19]=[CH:18][CH:17]=[CH:16]2)[CH2:10][CH2:11][CH3:12]>C(OCC)(=O)C>[C:1]([OH:8])(=[O:7])/[CH:2]=[CH:3]/[C:4]([OH:6])=[O:5].[CH2:9]([C:13]1[CH:14]=[C:15]2[N:20]([C:21]=1[C:22]([C:24]1[CH:29]=[CH:28][C:27]([CH2:30][CH2:31][CH2:32][N:33]([CH2:37][CH2:38][CH3:39])[CH2:34][CH2:35][CH3:36])=[CH:26][CH:25]=1)=[O:23])[CH:19]=[CH:18][CH:17]=[CH:16]2)[CH2:10][CH2:11][CH3:12]

Participants

4

Reactant 2

HCID 444972Fumaric AcidHCID 16733878HCID 16733878, compound

Product 1

HCID 16734500HCID 16734500, compoundYield 75.8%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Conditions

Temperature
50 °C

Procedure

A solution of fumaric acid in ethyl acetate was added to a solution of (2-butylindolizin-3-yl){4-[3-(dipropylamino)propyl]phenyl}methanone (9.5 g) in ethyl acetate (39 ml) which have then been heated to 50° C. The medium was cooled to 30° C., seeded, and then cooled to 5° C. After an isothermal period at this temperature, the compound obtained was filtered and dried. In this manner, 9.2 g of the desired compound were obtained.

Workup

  1. temperatureThe medium was cooled to 30° C.
  2. temperaturecooled to 5° C
  3. waitAfter an isothermal period at this temperature
  4. customthe compound obtained
  5. filtrationwas filtered
  6. customdried

Sources & evidence

ORD record
ord-7ce85528a4e7406db79492112d0cfc1c
Source dataset
uspto-grants-2010_09
Patent number
US07799799B2

Reaction notes

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