反応 #6961

反応方程式

methylamine

2,4-difluoro-5-aminobenzoic acid

EDCI

HOBt

→

5-amino-2,4-difluoro-N-methylbenzamide

収率 41.0%

溶媒

ethyl acetate

DMF

反応条件

後処理

1. 1
   その他at RT
2. 2
   洗浄washed with water (100 mL)
3. 3
   抽出The aqueous layer was extracted with ethyl acetate (2×50 mL)
4. 4
   洗浄The combined organic layer was washed with NaHCO3 (3×50 mL)
5. 5
   その他The organic layer was dried
6. 6
   ろ過filtered
7. 7
   濃縮concentrated

実験手順

To a solution of 2,4-difluoro-5-aminobenzoic acid (1.73 g, 10.0 mmol) in DMF (40 mL) were successively added EDCI (1.62 g, 12.0 mmol), HOBt (2.30 g, 12.0 mmol) and methylamine (6.0 mL, 12.0 mmol, 2 M in MeOH) in that order at RT. After stirring for 2 h, the reaction mixture was diluted with ethyl acetate (100 mL) and washed with water (100 mL). The aqueous layer was extracted with ethyl acetate (2×50 mL). The combined organic layer was washed with NaHCO3 (3×50 mL) followed by 10% LiCl (50 mL). The organic layer was dried, filtered and concentrated to afford 5-amino-2,4-difluoro-N-methylbenzamide (0.76 g, 41%) as a light brownish solid. MS (M+H)+=187. It was used without further purification (>92% pure by HPLC).

出典