Fumaric Acid → 2-[4-(6-Fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]1-(2,3-dihydro-1H-isoindol-2-yl)ethanone fumarate

HRID 610013Notes

Reaction equation

HRID 610013 reaction equation
[F:1][C:2]1[CH:28]=[CH:27][C:5]2[C:6]([CH:9]3[CH2:14][CH2:13][N:12]([CH2:15][C:16]([N:18]4[CH2:26][C:25]5[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=5)[CH2:19]4)=[O:17])[CH2:11][CH2:10]3)=[N:7][O:8][C:4]=2[CH:3]=1.[Na].[C:30]([OH:37])(=[O:36])/[CH:31]=[CH:32]/[C:33]([OH:35])=[O:34]>C(O)C>[C:30]([OH:37])(=[O:36])/[CH:31]=[CH:32]/[C:33]([OH:35])=[O:34].[F:1][C:2]1[CH:28]=[CH:27][C:5]2[C:6]([CH:9]3[CH2:14][CH2:13][N:12]([CH2:15][C:16]([N:18]4[CH2:19][C:20]5[C:25](=[CH:24][CH:23]=[CH:22][CH:21]=5)[CH2:26]4)=[O:17])[CH2:11][CH2:10]3)=[N:7][O:8][C:4]=2[CH:3]=1

Participants

5

Reactant 3

HCID 444972Fumaric AcidHCID 5360545SodiumHCID 152856962-[4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]-1-(2,3-dihydro-1H-isoindol-2-yl)ethanone

Product 1

HCID 184673442-[4-(6-Fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]1-(2,3-dihydro-1H-isoindol-2-yl)ethanone fumarate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

Free base (1 g, Example 243B) of 2-[4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]-1-(2,3-dihydro-1H-isoindol-2-yl)ethanone dissolved in hot ethanol (~10 ml) was treated with a sodium of fumaric acid (306 mg) in hot ethanol. The mixture was cooled and the product collected, 1.2 gm, m.p. 223-225° C.

Workup

  1. temperatureThe mixture was cooled
  2. customthe product collected

Sources & evidence

ORD record
ord-bd10d2693fa847118b5ad6ab76486434
Source dataset
uspto-grants-1999_12
Patent number
US05998417

Reaction notes

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