Dimethylformamide → HCID 9803066, compound

HRID 2293998Notes

Reaction equation

HRID 2293998 reaction equation
Cl.[F:2][C:3]1[CH:17]=[CH:16][C:6]2[C:7]([CH:10]3[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]3)=[N:8][O:9][C:5]=2[CH:4]=1.[C:18](=[O:21])([O-])[O-].[Na+].[Na+].[CH3:24][N:25]([CH3:28])[CH:26]=[O:27]>>[F:2][C:3]1[CH:17]=[CH:16][C:6]2[C:7]([CH:10]3[CH2:11][CH2:12][N:13]([CH2:4][CH2:5][C:6]4[C:26](=[O:27])[N:25]5[CH:28]=[CH:3][CH:17]=[C:16]([O:21][CH3:18])[C:24]5=[N:8][C:7]=4[CH3:10])[CH2:14][CH2:15]3)=[N:8][O:9][C:5]=2[CH:4]=1

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 10340Sodium CarbonateHCID 11334359R-56109 hydrochloride

Product 1

HCID 9803066HCID 9803066, compoundYield 48%

Procedure

A mixture of intermediate (6) (0.009 mol), 6-fluoro-3-(4-piperidinyl)-1,2-benzisoxazole monohydrochloride (0.009 mol) and sodium carbonate (0.025 mol) in N,N-dimethylformamide (50 ml) was stirred for 6 hours at 80°-90° C. The reaction mixture was cooled to room temperature and the precipitate was filtered off, stirred in water and filtered off again. The solid was crystallized from N,N-dimethylformarnide/H2O. The crystals were filtered off and dried, yielding 1.9 g (48%) of 3-[2-[4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]ethyl]-9-methoxy-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one; mp. 209.3° C. (comp. 1).

Workup

  1. filtrationthe precipitate was filtered off
  2. stirringstirred in water
  3. filtrationfiltered off again
  4. customThe solid was crystallized from N,N-dimethylformarnide/H2O
  5. filtrationThe crystals were filtered off
  6. customdried

Sources & evidence

ORD record
ord-c89a0fc5db1b4167b954f12d6076426d
Source dataset
uspto-grants-1997_11
Patent number
US05688799

Reaction notes

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