反応 #1702117

反応方程式

N-(3-{[(2,5-dichloropyrimidin-4-yl)amino]methyl}phenyl)-3-nitrobenzenesulfonamide

methanol

acetic acid

NaHCO3

→

desired product

収率 25.0%

3-Amino-N-(3-{[(2,5-dichloropyrimidin-4-yl)amino]methyl}phenyl)benzenesulfonamide

収率 25.0%

溶媒

water

EtOAc

反応条件

後処理

1. 1
   温度After cooling
2. 2
   ろ過the mixture was filtered
3. 3
   洗浄washed with EtOAc
4. 4
   濃縮The filtrate was concentrated under vacuum
5. 5
   その他to give a residue, which
6. 6
   その他The organic layer was dried
7. 7
   濃縮concentrated under vacuum
8. 8
   その他The resulting crude product was then purified by silica gel column chromatography

実験手順

Into a reaction flask was added N-(3-{[(2,5-dichloropyrimidin-4-yl)amino]methyl}phenyl)-3-nitrobenzenesulfonamide (0.20 g, 0.44 mmol), methanol (20 mL), acetic acid (2.0 mL), and water (1 mL). Then iron (0.25 g, 4.5 mmol) powder was added. The reaction mixture was heated at 70° C. for 2 hours. After cooling, the mixture was filtered and washed with EtOAc. The filtrate was concentrated under vacuum to give a residue, which was treated with NaHCO3 (saturated aqueous solution) and EtOAc. The organic layer was dried and concentrated under vacuum. The resulting crude product was then purified by silica gel column chromatography to provide the desired product (46 mg, 25%). LCMS for C17H16Cl2N5O2S (M+H)+: m/z=424.0, 426.0.

出典