反応 #48851

反応方程式

DIPEA

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

HATU

2-methylazetidine

→

desired compound

収率 43.6%

3-[(1S)-2-Hydroxy-1-methylethoxy]-5-{4-[(2-methylazetidin-1-yl)carbonyl]phenoxy}-N-(5-methylpyrazin-2-yl)benzamide

収率 43.6%

溶媒

Ethyl acetate

DMF

反応条件

後処理

1. 1
   洗浄washed with water (3×20 mL), brine (20 mL)
2. 2
   乾燥dried (MgSO4)
3. 3
   ろ過filtered
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 a gradient of 0-20% methanol in ethyl acetate

実験手順

DIPEA (0.20 mL, 1.04 mmol) was added to a suspension of 4-(3-[(1S)-2-hydroxy-1-methylethoxy]-5-{[(5-methylpyrazin-2-yl)amino]carbonyl}phenoxy)benzoic acid (0.11 g, 0.26 mmol), HATU (210 mg, 0.55 mmol) and 2-methylazetidine (37 mg, 0.52 mmol) in DMF (3 mL) and the mixture stirred at ambient temperature for 24 hours. Ethyl acetate (30 mL) was added and washed with water (3×20 mL), brine (20 mL), dried (MgSO4), filtered and evaporated to a residue which was chromatographed on silica, eluting with a gradient of 0-20% methanol in ethyl acetate, to give the desired compound (54 mg).

出典