Triethylamine → HCID 15391110, compound

HRID 1280437Notes

Reaction equation

HRID 1280437 reaction equation
[CH2:1]([N:8]1[C:12]2=[N:13][CH:14]=[N:15][C:16](Cl)=[C:11]2[C:10]([C:18]2[O:19][CH:20]=[CH:21][CH:22]=2)=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C>O1CCOCC1.[H][H].[OH-].[OH-].[Pd+2]>[CH2:1]([N:8]1[C:12]2=[N:13][CH:14]=[N:15][CH:16]=[C:11]2[C:10]([C:18]2[O:19][CH:20]=[CH:21][CH:22]=2)=[N:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 2

HCID 8471TriethylamineHCID 15391116HCID 15391116, compound

Product 1

HCID 15391110HCID 15391110, compound

Reagents, catalysts & solvents 3

HCID 9942167Palladium hydroxideCatalystHCID 312751,4-DioxaneSolventHCID 178418361HCID 178418361, compoundSolvent

Procedure

5.81g of 1-benzyl-4-chloro-3-(2-furyl)pyrazolo[3,4-d]pyrimidine are dissolved in 450 ml of dioxane and hydrogenated in the Parr apparatus at a hydrogen pressure of 3 bar for 5 h using 4 g of 20% Pd(OH)2 on carbon after addition of 2.61 ml of triethylamine. After filtration through kieselguhr, evaporation and chromatography, 2.26 g of yellowish crystals are obtained (m.p.=106° C., Rf=0.2 toluene/ethyl acetate=4:1).

Workup

  1. filtrationAfter filtration
  2. customthrough kieselguhr, evaporation and chromatography, 2.26 g of yellowish crystals
  3. customare obtained (m.p.=106° C., Rf=0.2 toluene/ethyl acetate=4:1)

Sources & evidence

ORD record
ord-e8a69ea61eb646db92cd102b1860b16c
Source dataset
uspto-grants-2002_09
Patent number
US06451805B1

Reaction notes

Loading…