反応 #806275

反応方程式

pyrrolidine

N-{1-[bis(4-chlorophenyl)-methyl]azetidin-3-yl}-(3,5-difluorophenyl)sulfonamide

→

N-{1-[bis(4-chlorophenyl)-methyl]azetidin-3-yl}-(3-fluoro-5-pyrrolidin-1-ylphenyl)sulfonamide

溶媒

dichloromethane

dimethyl sulfoxide

反応条件

後処理

1. 1
   洗浄washed with three times 30 cm3 of distilled water
2. 2
   乾燥The organic phased is dried over magnesium sulfate
3. 3
   ろ過filtered
4. 4
   濃縮concentrated to dryness under reduced pressure (2.7 kPa)
5. 5
   その他The residue is purified by flash chromatography on silica gel
6. 6
   洗浄eluting with dichloromethane

実験手順

0.104 cm3 of pyrrolidine is added, at room temperature, to 0.24 g of N-{1-[bis(4-chlorophenyl)-methyl]azetidin-3-yl}-(3,5-difluorophenyl)sulfonamide in solution in 6 cm3 of dimethyl sulfoxide and then the mixture is heated for 18 hours at 90° C. The reaction mixture is diluted with 30 cm3 of dichloromethane and washed with three times 30 cm3 of distilled water. The organic phased is dried over magnesium sulfate, filtered and concentrated to dryness under reduced pressure (2.7 kPa). The residue is purified by flash chromatography on silica gel, eluting with dichloromethane. 50 mg of N-{1-[bis(4-chlorophenyl)-methyl]azetidin-3-yl}-(3-fluoro-5-pyrrolidin-1-ylphenyl)sulfonamide are thus obtained in the form of a white powder [1H NMR spectrum (600 MHz, CDCl3 with addition of a few drops of CD3COOD d4, δ in ppm): 2.04 (mt: 4H); from 3.20 to 3.35 (mt: 6H); 3.60 (t, J=8.5 Hz: 2H); 4.14 (mt: 1H); 4.57 (s: 1H); 6.31 (broad d, J=11.5 Hz: 1H); 6.70 (broad d, J=8.5 Hz: 1H); 6.72 (broad s: 1H); from 7.20 to 7.35 (mt: 8H)].

出典