Tetrahydrofuran → 3-[(4-Bromophenyl)methyl]2-butylpyrazolo(1,5-a) pyridine

HRID 37207Notes

Reaction equation

HRID 37207 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:10]2[C:11]([CH2:19][CH2:20][CH2:21][CH3:22])=[N:12][N:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=23)=O)=[CH:4][CH:3]=1.O1CCCC1>O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][C:10]2[C:11]([CH2:19][CH2:20][CH2:21][CH3:22])=[N:12][N:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=23)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 8028TetrahydrofuranHCID 21472334(4-Bromophenyl)(2-butylpyrazolo(1,5-a)pyridin-3-yl) methanone

Product 1

HCID 573155903-[(4-Bromophenyl)methyl]2-butylpyrazolo(1,5-a) pyridineYield 104.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

3.7 g of the product obtained in Example 1 were then introduced at ambient temperature and the mixture was stirred at ambient temperature for about 2 hours. Tetrahydrofuran with 20% water was introduced at a temperature of about 0° to 10° C., and the mixture was taken up in water, filtered, decanted and extracted with ethyl acetate. The organic phase was dried, filtered and the solvents were eliminated under reduced pressure at a temperature of about 50° C. to obtain 3.7 g of the expected product melting at <50° C.

Workup

  1. filtrationfiltered
  2. customdecanted
  3. extractionextracted with ethyl acetate
  4. customThe organic phase was dried
  5. filtrationfiltered
  6. customwere eliminated under reduced pressure at a temperature of about 50° C.

Sources & evidence

ORD record
ord-45f440def0a040458db5065d01501bf9
Source dataset
uspto-grants-1995_05
Patent number
US05420138

Reaction notes

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