반응 #71304

반응 방정식

HCl

2,2,2-trifluoro-N-(5-((4-(hydroxymethyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)methyl)-2,3-dihydro-1H-inden-1-yl)acetamide

diborane

→

(1-((1-(2,2,2-Trifluoroethylamino)-2,3-dihydro-1H-inden-5-yl)methyl)-3-(trifluoromethyl)-1H-pyrazol-4-yl)methanol

용매

THF

반응 조건

후처리

1. 1
   온도the whole heated
2. 2
   온도to reflux for 6 h
3. 3
   workup.WAITleft
4. 4
   세척eluted with 2N NH3/MeOH
5. 5
   기타After evaporation
6. 6
   기타the residue was further purified by prep LCMS
7. 7
   기타to give a clear film (11 mg, 0.028 mmol, 16.3%)

실험 절차

To a solution of 2,2,2-trifluoro-N-(5-((4-(hydroxymethyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)methyl)-2,3-dihydro-1H-inden-1-yl)acetamide (0.172 mmol, 70 mg) in THF (2 mL) was added diborane (1.719 mmol, 1.719 mL) and the whole heated to reflux for 6 h. The reaction mixture was allowed to cool to room temperature before being treated with 2N HCl (3 mL) and left to stand overnight. After this time the crude mixture was applied to an SCX column & eluted with 2N NH3/MeOH. After evaporation, the residue was further purified by prep LCMS to give a clear film (11 mg, 0.028 mmol, 16.3%). MS (ESI): m/z [M+H]+ 394.1.

출처