Benzenesulfonyl chloride → HCID 67366550、化合物

反応式

[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([N:14]3[CH2:19][CH2:18][N:17]([CH2:20][CH2:21][NH2:22])[CH2:16][CH2:15]3)=[N:10][CH:11]=[CH:12][N:13]=2)=[CH:4][CH:3]=1.N1CCOCC1.[C:29]1([S:35]([Cl:38])(=[O:37])=[O:36])[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>ClCCl>[ClH:38].[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([N:14]3[CH2:15][CH2:16][N:17]([CH2:20][CH2:21][NH:22][S:35]([C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=4)(=[O:37])=[O:36])[CH2:18][CH2:19]3)=[N:10][CH:11]=[CH:12][N:13]=2)=[CH:4][CH:3]=1

参加物

実験手順

Dissolve 2-[3′-(4-fluorophenyl)-2,3,5,6-tetrahydro-[1,2′]bipyrazinyl-4-yl]-ethylamine (0.099 g, 0.329 mmol) in dichloromethane (3 mL). Add resin-bound morpholine (0.145 g, 0.362 mmol) and shake at ambient temperature for 10 min. Add benzenesulfonyl chloride (0.064 g, 0.362 mmol)) and shake reaction at room temperature for 18 hr. Filter, concentrate and purify (SCX chromatography, followed by silica gel chromatography, eluting with 0:100 to 10:90 methanol:dichloromethane), to give free base of the title compound (109 mg, 75%). Dissolve the free base of the title compound (0.105 g, 0.238 mmol) in methanol and add a solution of ammonium chloride (0.013 g, 0.238 mmol) in a minimal volume of MeOH. Shake for 18 hr. at ambient temperature and concentrate to give the title compound (114 mg, 100%). MS (ES): m/z=442 [M+H]+.