Reaktion #2149444

Reaktionsgleichung

tert-Butyl(R)-1-(2-(2-hydroxyphenyl)-7-methylquinazolin-4-yl)piperidin-3-ylcarbamate

TFA

→

2-(4-((R)-3-aminopiperidin-1-yl)-7-methylquinazolin-2-yl)phenol

Ausbeute 85.4%

Lösungsmittel

CH2Cl2

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe solvents were evaporated to an oily liquid which
2. 2
   workup.ADDITIONwas diluted with CH2Cl2
3. 3
   SonstigeThe organic layer was separated
4. 4
   Waschenthe aqueous layer was washed two times with CH2Cl2
5. 5
   TrocknenAfter drying the combined organic phases over MgSO4, they
6. 6
   Filtrationwere filtered
7. 7
   Einengenconcentrated

Vorschrift

tert-Butyl(R)-1-(2-(2-hydroxyphenyl)-7-methylquinazolin-4-yl)piperidin-3-ylcarbamate (0.54 g, 1.24 mmol) was dissolved in CH2Cl2 (15 mL) followed by the addition of TFA (8 mL). The reaction was stirred for 1.5 h, and the solvents were evaporated to an oily liquid which was diluted with CH2Cl2 and neutralized with a 1 M aqueous NaOH solution. The organic layer was separated, and the aqueous layer was washed two times with CH2Cl2. After drying the combined organic phases over MgSO4, they were filtered, and concentrated to afford 2-(4-((R)-3-aminopiperidin-1-yl)-7-methylquinazolin-2-yl)phenol as a solid (0.354 g, 85%). LC/MS: m/z 335.7 (M+H)+ at 1.42 min (10%-99% CH3CN (0.035% TFA)/H2O (0.05% TFA))

Quelle