4-(N-Boc-amino)piperidine → Methyl 3-[4-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-1-piperidinyl]-2-[6-(methyloxy)-1,5-naphthyridin-4-yl]propanoate

HRID 15296

반응식

HRID 15296 반응식
[CH3:1][O:2][C:3]1[N:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[CH:8][CH:7]=[C:6]2[C:13](=[CH2:18])[C:14]([O:16][CH3:17])=[O:15].[NH:19]1[CH2:24][CH2:23][CH:22]([NH:25][C:26](=[O:32])[O:27][C:28]([CH3:31])([CH3:30])[CH3:29])[CH2:21][CH2:20]1>CN(C=O)C.CN(C)C(=N)N(C)C>[CH3:31][C:28]([O:27][C:26]([NH:25][CH:22]1[CH2:21][CH2:20][N:19]([CH2:18][CH:13]([C:6]2[C:5]3[C:10](=[CH:11][CH:12]=[C:3]([O:2][CH3:1])[N:4]=3)[N:9]=[CH:8][CH:7]=2)[C:14]([O:16][CH3:17])=[O:15])[CH2:24][CH2:23]1)=[O:32])([CH3:29])[CH3:30]

참가 물질

5

반응물 2

HCID 7238334-(N-Boc-amino)piperidineHCID 57423102Methyl 2-[6-(methyloxy)-1,5-naphthyridin-4-yl]-2-propenoate

생성물 1

HCID 57423104Methyl 3-[4-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-1-piperidinyl]-2-[6-(methyloxy)-1,5-naphthyridin-4-yl]propanoate

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 664601,1,3,3-Tetramethylguanidine용매

반응 조건

온도
70 °C

실험 절차

To a solution of methyl 2-[6-(methyloxy)-1,5-naphthyridin-4-yl]-2-propenoate (2.53 g, 10.37 mmol) in DMF (4 ml) and tetramethylguanidine (0.1 ml) was added 1,1-dimethylethyl 4-piperidinylcarbamate (2.08 g, 10.37 mmol). The reaction was stirred for 1 hour at 70° C. after which time the solvent was evaporated. The residue was chromatographed on silica eluting with a gradient of 5% methanol in dichloromethane affording the desired compound as a yellow solid (2.66 g, 58%).

후처리

  1. customwas evaporated
  2. customThe residue was chromatographed on silica eluting with a gradient of 5% methanol in dichloromethane affording the desired compound as a yellow solid (2.66 g, 58%)

출처 및 근거

ORD 기록
ord-3cf1206945f44fc7be4f7d9f075c1ab8
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07732461B2

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