Triethyloxonium tetrafluoroborate → 1H-PYRAZOLO[3,4-C]PYRIDINE, 1-CYCLOPENTYL-7-ETHOXY-3-ETHYL-4,5-DIHYDRO-

HRID 2268145Notes

Reaction equation

HRID 2268145 reaction equation
F[B-](F)(F)F.C([O+:8]([CH2:11][CH3:12])[CH2:9][CH3:10])C.[CH:13]1([N:18]2[C:22]3[C:23](=O)[NH:24]CC[C:21]=3[C:20]([CH2:28][CH3:29])=[N:19]2)[CH2:17][CH2:16][CH2:15][CH2:14]1>C(Cl)Cl>[CH:13]1([N:18]2[C:12]3[C:11]([O:8][CH2:9][CH3:10])=[N:24][CH2:23][CH2:22][C:21]=3[C:20]([CH2:28][CH3:29])=[N:19]2)[CH2:14][CH2:15][CH2:16][CH2:17]1

Participants

4

Reactant 2

HCID 2723982Triethyloxonium tetrafluoroborateHCID 108235421-Cyclopentyl-3-ethyl-1,4,5,6-tetrahydro-7H-pyrazolo[3,4-c]pyridin-7-one

Product 1

HCID 98457511H-PYRAZOLO[3,4-C]PYRIDINE, 1-CYCLOPENTYL-7-ETHOXY-3-ETHYL-4,5-DIHYDRO-

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of triethyloxonium tetrafluoroborate (3.371 kg, 17.74 moles) in methylene chloride (10.8 L) was slowly added to a suspension of 1-cyclopentyl-3-ethyl-1,4,5,6-tetrahydro-pyrazolo[3,4-c]pyridin-7-one (3.6 kg, 15.43 moles) in methylene chloride (7.2 L) over a period of about 40 minutes. The solution was then allowed to react for about 21 hours at 18-22° C. After the reaction was complete, the organic solution was washed with aqueous 10 % sodium carbonate (36 L) and evaporated to an oil which was used directly in the next step. The yield for this step was 92.9%.

Workup

  1. customto react for about 21 hours at 18-22° C
  2. washthe organic solution was washed with aqueous 10 % sodium carbonate (36 L)
  3. customevaporated to an oil which
  4. customThe yield for this step

Sources & evidence

ORD record
ord-1f880284a2984fcab9f8fb6e06244716
Source dataset
uspto-grants-2001_12
Patent number
US06326495B2

Reaction notes

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