Fumaric Acid → HCID 131729279, compound

HRID 557288Notes

Reaction equation

HRID 557288 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[O:7][CH2:8][C:9]1[CH:27]=[CH:26][C:12]([CH2:13][C:14]2[CH:18]=[C:17]([C:19]3[C:20]([NH2:25])=[N:21][CH:22]=[CH:23][CH:24]=3)[O:16][N:15]=2)=[CH:11][CH:10]=1.[C:28]([OH:35])(=[O:34])/[CH:29]=[CH:30]/[C:31]([OH:33])=[O:32]>CO.C(OCC)(=O)C>[C:28]([OH:35])(=[O:34])/[CH:29]=[CH:30]/[C:31]([OH:33])=[O:32].[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[O:7][CH2:8][C:9]1[CH:27]=[CH:26][C:12]([CH2:13][C:14]2[CH:18]=[C:17]([C:19]3[C:20]([NH2:25])=[N:21][CH:22]=[CH:23][CH:24]=3)[O:16][N:15]=2)=[CH:11][CH:10]=1.[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[O:7][CH2:8][C:9]1[CH:27]=[CH:26][C:12]([CH2:13][C:14]2[CH:18]=[C:17]([C:19]3[C:20]([NH2:25])=[N:21][CH:22]=[CH:23][CH:24]=3)[O:16][N:15]=2)=[CH:11][CH:10]=1

Participants

5

Reactant 2

HCID 444972Fumaric AcidHCID 16719049E-1210

Product 1

HCID 131729279HCID 131729279, compoundYield 58.5%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
0 °C

Procedure

3-(3-(4-(Pyridin-2-yloxymethyl)-benzyl)-isoxazol-5-yl)-pyridin-2-yl amine (200 mg) was dissolved in methanol (2.67 mL) and ethyl acetate (2.67 mL), and fumaric acid (64.8 mg) was added thereto. The solvent was concentrated under a reduced pressure, and to the residue was added ethanol (10 mL), and dissolved by heating. Then, the solution was cooled to 0° C to be solidified. The solids were filtered to obtain the title compound (136 mg).

Workup

  1. concentrationThe solvent was concentrated under a reduced pressure
  2. additionto the residue was added ethanol (10 mL)
  3. dissolutiondissolved
  4. temperatureby heating
  5. filtrationThe solids were filtered

Sources & evidence

ORD record
ord-0cea3be2c301431ca0363da1b86e6d99
Source dataset
uspto-grants-2011_11
Patent number
US08058444B2

Reaction notes

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