Reacción #327826

ord-d3a5ac613c6249489295e1fc8613f9a1

Ecuación de reacción

CNO.Cl
methylhydroxylamine hydrochloride
CCN(CC)CC
triethylamine
Cc1c(C(=O)O)sc2ncnc(Nc3ccc(F)cc3O[C@@H]3CCOC3)c12
4-{4-Fluoro-2-[(R)-(tetrahydro-furan-3-yl)oxy]-phenylamino}-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid
CN(C)C(On1nnc2ccccc21)=[N+](C)C.F[B-](F)(F)F
TBTU
CONC(=O)c1sc2ncnc(Nc3ccc(F)cc3O[C@@H]3CCOC3)c2c1C
4-{4-Fluoro-2-[(R)-(tetrahydro-furan-3-yl)oxy]-phenylamino}-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid methoxy-amide

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.STIRRINGthe reaction was stirred at 40° C. overnight
  2. 2
    OtroThe mixture was purified by RP-chromatography (method A)

Procedimiento

4-{4-Fluoro-2-[(R)-(tetrahydro-furan-3-yl)oxy]-phenylamino}-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid (100 mg) was dissolved in DMF (3 ml) and triethylamine (79 μl) was added. To this mixture TBTU (90 mg) was added and the reaction was stirred for 10 mins. After this time methylhydroxylamine hydrochloride (27 mg) was added and the reaction was stirred at 40° C. overnight. The mixture was purified by RP-chromatography (method A).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08648068B2uspto-grants-2014_02