P-Toluenesulfonamide → N-4-Tolylsulphonyl-2-[4-(2-butyl-4-chloro-5-formyl-imidazol-1-yl-methyl)-phenyl]-2-cyclopentyl-acetamide
반응식
[CH2:1]([C:5]1[N:6]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([CH:20]([CH:24]3[CH2:28][CH2:27][CH2:26][CH2:25]3)[C:21]([OH:23])=O)=[CH:16][CH:15]=2)[C:7]([CH:11]=[O:12])=[C:8]([Cl:10])[N:9]=1)[CH2:2][CH2:3][CH3:4].C(N(CC)CC)C.S(Cl)(C)(=O)=O.[C:41]1([CH3:51])[CH:46]=[CH:45][C:44]([S:47]([NH2:50])(=[O:49])=[O:48])=[CH:43][CH:42]=1>C1COCC1.CN(C1C=CN=CC=1)C.O.C(O)(=O)C>[C:41]1([CH3:51])[CH:42]=[CH:43][C:44]([S:47]([NH:50][C:21](=[O:23])[CH:20]([C:17]2[CH:18]=[CH:19][C:14]([CH2:13][N:6]3[C:7]([CH:11]=[O:12])=[C:8]([Cl:10])[N:9]=[C:5]3[CH2:1][CH2:2][CH2:3][CH3:4])=[CH:15][CH:16]=2)[CH:24]2[CH2:28][CH2:27][CH2:26][CH2:25]2)(=[O:48])=[O:49])=[CH:45][CH:46]=1참가 물질
9
반응물 4
생성물 1
시약·촉매·용매 4
반응 조건
- 온도
- 25 °C
실험 절차
1.2 g (2.6 mmol) of the compound from Example II are dissolved in 30 ml of THF, then 0.72 mol (5.2 mmol) of triethylamine, 0.23 ml (2.9 mmol) of mesyl chloride, 320 mg (2.6 mmol) of DMAP and 535 mg (3.1 mmol) of 4-tolylsulphonamide in 10 ml of THF are added successively at 0° C. The mixture is stirred at 25° C. for 20 h, 0.4 ml of glacial acetic acid and 30 ml of water are added, the mixture is extracted three times with 30 ml of ethyl acetate, the organic is phase is concentrated and the residue is chromatographed on silica gel 60 using dichloromethane/methanol (100:2).
후처리
- extractionthe mixture is extracted three times with 30 ml of ethyl acetate
- concentrationis concentrated
- customthe residue is chromatographed on silica gel 60 using dichloromethane/methanol (100:2)
출처 및 근거
- ORD 기록
- ord-f151113adc7b4ece8ace9894caf5cc18
- 출처 데이터셋
- uspto-grants-1998_07
- 특허 번호
- US05776964
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