反応 #48837

反応方程式

DIPEA

4-(3-[(1S)-2-hydroxy-1-methylethoxy]-5-{[(5-methylpyrazin-2-yl)amino]carbonyl}phenoxy)benzoic acid

HATU

azetidine hydrochloride

→

desired compound

収率 45.7%

3-[4-(Azetidin-1-ylcarbonyl)phenoxy]-5-[(1S)-2-hydroxy-1-methylethoxy]-N-(5-methylpyrazin-2-yl)benzamide

収率 45.7%

溶媒

Water

DMF

反応条件

後処理

1. 1
   抽出the mixture extracted with ethyl acetate (3×15 mL)
2. 2
   洗浄The combined organic extracts were washed with brine
3. 3
   乾燥dried (MgSO4)
4. 4
   その他evaporated to a residue which
5. 5
   その他was chromatographed on silica
6. 6
   洗浄eluting with 5% methanol in ethyl acetate

実験手順

DIPEA (0.4 mL, 2.08 mmol) was added to a suspension of 4-(3-[(1S)-2-hydroxy-1-methylethoxy]-5-{[(5-methylpyrazin-2-yl)amino]carbonyl}phenoxy)benzoic acid (110 mg, 0.26 mmol), HATU (210 mg, 0.55 mmol) and azetidine hydrochloride (49 mg, 0.52 mmol) in DMF (3 mL) and the mixture stirred at RT for 24 hours. Water (30 mL) was added and the mixture extracted with ethyl acetate (3×15 mL). The combined organic extracts were washed with brine, dried (MgSO4), and evaporated to a residue which was chromatographed on silica, eluting with 5% methanol in ethyl acetate, to give the desired compound (55 mg).

出典