1,2-Dichloroethane → N-[[2-(3-Chlorophenyl)-5-(trifluoromethyl)-2H-pyrazol-3-yl]-methyl]-2-[4-(methanesulfonamido-methyl)-phenyl]-propionamide

HRID 1842985노트

반응식

HRID 1842985 반응식
[CH3:1][S:2]([NH:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([CH:13]([CH3:17])[C:14]([OH:16])=O)=[CH:9][CH:8]=1)(=[O:4])=[O:3].[Cl:18][C:19]1[CH:20]=[C:21]([N:25]2[C:29]([CH2:30][NH2:31])=[CH:28][C:27]([C:32]([F:35])([F:34])[F:33])=[N:26]2)[CH:22]=[CH:23][CH:24]=1.C(Cl)CCl.C1C=CC2N(O)N=NC=2C=1.C(N(CC)CC)C>C(#N)C.CCOC(C)=O>[Cl:18][C:19]1[CH:20]=[C:21]([N:25]2[C:29]([CH2:30][NH:31][C:14](=[O:16])[CH:13]([C:10]3[CH:9]=[CH:8][C:7]([CH2:6][NH:5][S:2]([CH3:1])(=[O:3])=[O:4])=[CH:12][CH:11]=3)[CH3:17])=[CH:28][C:27]([C:32]([F:33])([F:34])[F:35])=[N:26]2)[CH:22]=[CH:23][CH:24]=1

참가 물질

8

반응물 5

HCID 111,2-DichloroethaneHCID 8471TriethylamineHCID 757711-HydroxybenzotriazoleHCID 66644230(1-(3-chlorophenyl)-3-(trifluoromethyl)-1H-pyrazol-5-yl)methanamineHCID 708161912-(4-(Methylsulfonamidomethyl)phenyl)propanoic acid

생성물 1

HCID 70816085N-[[2-(3-Chlorophenyl)-5-(trifluoromethyl)-2H-pyrazol-3-yl]-methyl]-2-[4-(methanesulfonamido-methyl)-phenyl]-propionamide수율 84%

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 8857Ethyl Acetate용매

실험 절차

To a stirred solution of 2-(4-(methylsulfonamidomethyl)phenyl)propanoic acid (37 mg, 0.144 mmol) and (1-(3-chlorophenyl)-3-(trifluoromethyl)-1H-pyrazol-5-yl)methanamine (44 mg, 0.158 mmol) in acetonitrile were added EDC (41 mg, 0.216 mmol), HOBt (29 mg, 0.216 mmol) and triethylamine (0.05 mL, 0.36 mmol). The reaction mixture was stirred for 15 h at room temperature. The residue dissolved in EtOAc and washed with water and brine. The organic layer was dried (MgSO4) and filtered. The solvent was removed in vacuo. The crude product was purified by CC. Example compound B5 (62 mg) was obtained in 84% yield.

후처리

  1. washwashed with water and brine
  2. dry with materialThe organic layer was dried (MgSO4)
  3. filtrationfiltered
  4. customThe solvent was removed in vacuo
  5. customThe crude product was purified by CC

출처 및 근거

ORD 기록
ord-f865e738a4d145838ed350400ebe5dc9
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08946204B2

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