Propionic Acid → HCID 86636877, compound

HRID 1927184Notes

Reaction equation

HRID 1927184 reaction equation
[NH2:1][C:2]1[C:7]([NH:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:6][CH:5]=[C:4]([NH:14][CH2:15][C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=2)[N:3]=1.[C:23]([OH:27])(=[O:26])[CH2:24][CH3:25]>C(O)(C)C>[CH3:13][CH2:12][O:11][C:9]([NH:8][C:7]1[CH:6]=[CH:5][C:4]([NH:14][CH2:15][C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=2)=[N:3][C:2]=1[NH2:1])=[O:10].[C:23]([O-:27])(=[O:26])[CH2:24][CH3:25]

Participants

4

Reactant 2

HCID 1032Propionic AcidHCID 53276Flupirtine

Product 1

HCID 86636877HCID 86636877, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
60 °C

Procedure

Under nitrogen atmosphere 30 g of 2-amino-3-carbethoxyamino-6-(4-fluoro-benzylamino)-pyridine and 7.5 g of propionic acid were added to 500 ml of isopropanol. The mixture was heated to 60° C. A transparent solution of flupirtine propionate was formed and was kept for 30 min at 50° C. The solution was filtered at 20° C. and crystallisation occurred while cooling the solution down to −5° C. for 12 h. The product was collected by filtration and dried at reduced pressure at room temperature for 12 h. As a result of drying 25 g white crystals of the product were obtained.

Sources & evidence

ORD record
ord-0a8a6cea9d06461389753bb5780152c1
Source dataset
uspto-grants-2012_05
Patent number
US08183267B2

Reaction notes

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