Triethylamine → N,N'-di(tert-butyloxycarbonyl)-2-[3-(pyrid-2-yl)isoxazol-5-yl]pyrrolidine-1-carboximidamide

HRID 2105232

반응식

HRID 2105232 반응식
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[CH:11]=[C:10]([CH:12]2[CH2:16][CH2:15][CH2:14][NH:13]2)[O:9][N:8]=1.[C:17]([O:21][C:22]([NH:24][C:25]([NH:34][C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36])=NS(C(F)(F)F)(=O)=O)=[O:23])([CH3:20])([CH3:19])[CH3:18].C(N(CC)CC)C>C(Cl)Cl>[C:38]([O:37][C:35]([NH:34][C:25]([N:13]1[CH2:14][CH2:15][CH2:16][CH:12]1[C:10]1[O:9][N:8]=[C:7]([C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=2)[CH:11]=1)=[N:24][C:22]([O:21][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:23])=[O:36])([CH3:41])([CH3:40])[CH3:39]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 36945701,3-Di-Boc-2-(trifluoromethylsulfonyl)guanidineHCID 688135312-[3-(Pyrid-2-yl)isoxazol-5-yl]pyrrolidine

생성물 1

HCID 68814905N,N'-di(tert-butyloxycarbonyl)-2-[3-(pyrid-2-yl)isoxazol-5-yl]pyrrolidine-1-carboximidamide수율 76.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

2-[3-(Pyrid-2-yl)isoxazol-5-yl]pyrrolidine (Method 12) (1.5 g, 7 mmol) was added to a solution of N,N′-di(tertbutyloxycarbonyl)-N″-(trifluoromethylsulphonyl)guanidine (2.59 g, 6.6 mmol) and triethylamine (0.975 ml) in DCM and the mixture stirred at ambient temperature for 8 hours. The mixture was then washed with water, dried (MgSO4) and the volatiles removed by evaporation. The residue was purified by chromatography on silica gel eluting with DCM/methanol (100:0 increasing in polarity to 98:2) to give the title compound (2.3 g, 70%).

후처리

  1. washThe mixture was then washed with water
  2. dry with materialdried (MgSO4)
  3. customthe volatiles removed by evaporation
  4. customThe residue was purified by chromatography on silica gel eluting with DCM/methanol (100:0 increasing in polarity to 98:2)

출처 및 근거

ORD 기록
ord-aac05e9011ea4aad9d3f54f9b185eb23
출처 데이터셋
uspto-grants-2009_08
특허 번호
US07579349B2

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