Reaktion #88957

Reaktionsgleichung

Intermediate 74j

Methanesulfonic acid 2-[3-tert-butyl-5-(3-{(1S,4R)-4-[3-((S)-2-methyl-piperidin-1-yl)-[1,2,4]triazolo[4,3-a]pyridin-6-yloxy]-1,2,3,4-tetrahydro-naphthalen-1-yl}-ureido)-3′-triisopropylsilanyloxymethyl-[1,4′]bipyrazol-1′-yl]-ethyl ester

dimethylamine

→

title compound

Ausbeute 82.9%

1-[3-tert-Butyl-1′-(2-dimethylamino-ethyl)-3′-triisopropylsilanyloxymethyl-1′H-[1,4′]bipyrazolyl-5-yl]-3-{(1S,4R)-4-[3-((S)-2-methyl-piperidin-1-yl)-[1,2,4]triazolo[4,3-a]pyridin-6-yloxy]-1,2,3,4-tetrahydro-naphthalen-1-yl}-urea

Ausbeute 82.9%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe mixture was evaporated in vacuo
2. 2
   Sonstigethe residue was partitioned between DCM and water
3. 3
   ExtraktionThe aqueous layer was then extracted with DCM (2×)
4. 4
   WaschenThe combined organic layers were washed with brine
5. 5
   Trocknendried (Na2SO4)
6. 6
   Filtrationfiltered
7. 7
   Sonstigeevaporated in vacuo
8. 8
   SonstigeThe residue was purified by FCC

Vorschrift

A solution of Intermediate 74j (104 mg, 0.11 mmol) in THF (0.5 mL) was treated with dimethylamine (2M in THF, 0.57 mL, 1.1 mmol) and the mixture was stirred at RT over the weekend. The mixture was evaporated in vacuo and the residue was partitioned between DCM and water. The aqueous layer was then extracted with DCM (2×). The combined organic layers were washed with brine, dried (Na2SO4), filtered and evaporated in vacuo. The residue was purified by FCC, using 0-7% [2M NH3 in MeOH] in DCM, to give the title compound (79 mg, 81%). LCMS (Method 3): Rt 3.46 min, m/z 866.6 [MH+].

Quelle