Water → benzyl N-[4-(2-azidoethyl)piperidine-1-carboximidoyl]carbamate

HRID 860

반응식

HRID 860 반응식
[CH2:1]([O:8][C:9]([NH:11][C:12]([N:14]1[CH2:19][CH2:18][CH:17]([CH2:20][CH2:21]OS(C)(=O)=O)[CH2:16][CH2:15]1)=[NH:13])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N-:27]=[N+:28]=[N-:29].[Na+].O>CN(C)C=O>[N:27]([CH2:21][CH2:20][CH:17]1[CH2:18][CH2:19][N:14]([C:12](=[NH:13])[NH:11][C:9]([O:8][CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[O:10])[CH2:15][CH2:16]1)=[N+:28]=[N-:29]

참가 물질

5

반응물 3

HCID 962WaterHCID 33557Sodium AzideHCID 1403790842-[1-(N-phenylmethoxycarbonylcarbamimidoyl)piperidin-4-yl]ethyl methanesulfonate

생성물 1

HCID 140379074benzyl N-[4-(2-azidoethyl)piperidine-1-carboximidoyl]carbamate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
100 °C

실험 절차

In 100 ml of dimethylformamide was dissolve (0.0115 mol) of crude 1-benzyloxycarbonylamidino-4-mesyloxyethyl piperidine and 4.5 g (0.069 mol) of sodium azide was added. The mixture was heated at 100° C. for 2.5 h. It was then poured into water and extracted with ethyl acetate three times. The combined organic phase was washed with water, dried (Na2SO4) and evaporated. The residue was flash chromatographed on silica gel using ethyl acetate/heptane 1/1 as eluent. Yield: 3.0 g (79%).

후처리

  1. additionwas added
  2. extractionextracted with ethyl acetate three times
  3. washThe combined organic phase was washed with water
  4. dry with materialdried (Na2SO4)
  5. customevaporated
  6. customchromatographed on silica gel

출처 및 근거

ORD 기록
ord-d3631dc5ac684ec9b01dd5b9b7ce5987
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05723444

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