تفاعل #2011171

معادلة التفاعل

Et3N

(2S)-2-amino-3-(piperidin-4-yl)-N-(quinolin-3-yl) propanamide

triflic azide

→

(2S)-2-azido-3-(piperidin-4-yl)-N-(quinolin-3-yl) propanamide

المذيبات

methanol

water

DCM

ظروف التفاعل

المعالجة

1. 1
   أخرىThe solvent was evaporated under reduced pressure
2. 2
   workup.DISSOLUTIONdissolved in EtOAc
3. 3
   غسيلwashed with satd
4. 4
   تجفيفaq. NaHCO3, water and dried over Na2SO4
5. 5
   أخرىThe solvent was removed under vacuum

الإجراء التجريبي

To a solution of (2S)-2-amino-3-(piperidin-4-yl)-N-(quinolin-3-yl) propanamide LXXVI in a mixture of methanol (15 mL) and water (5 mL) was added Et3N (0.60 mL, 4.24 mmol) and CuSO4 (20 mg). The mixture was treated at 0° C. with freshly prepared solution of triflic azide (5.9 mmol) in DCM (10 mL). The mixture was stirred at r.t. for 48 h. The solvent was evaporated under reduced pressure and dissolved in EtOAc, washed with satd. aq. NaHCO3, water and dried over Na2SO4. The solvent was removed under vacuum to give crude (2S)-2-azido-3-(piperidin-4-yl)-N-(quinolin-3-yl) propanamide LXXVII (320 mg). ESIMS found for C17H20N6O m/z 325 (M+H).

المصدر