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Methanol → ((S)-2-{7-[(3-Ethylureido)-methyl]-furo[2,3-g]indazol-1-yl}-1-methylethyl)-carbamic acid benzyl ester

HRID 1453903
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HRID 1453903 반응식
[CH2:1]([O:8][C:9](=[O:28])[NH:10][C@@H:11]([CH3:27])[CH2:12][N:13]1[C:21]2[C:16](=[CH:17][CH:18]=[C:19]3[O:24][C:23]([CH2:25][NH2:26])=[CH:22][C:20]3=2)[CH:15]=[N:14]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(NC(C)C)(C)C.[CH2:36]([N:38]=[C:39]=[O:40])[CH3:37].CO>C1COCC1.ClCCl>[CH2:1]([O:8][C:9](=[O:28])[NH:10][C@@H:11]([CH3:27])[CH2:12][N:13]1[C:21]2[C:16](=[CH:17][CH:18]=[C:19]3[O:24][C:23]([CH2:25][NH:26][C:39]([NH:38][CH2:36][CH3:37])=[O:40])=[CH:22][C:20]3=2)[CH:15]=[N:14]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
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참가 물질

7

반응물 4

HCID 887MethanolHCID 7912DiisopropylamineHCID 8022Ethyl isocyanateHCID 68858114[(S)-2-(7-Aminomethyl-furo[2,3-g]indazol-1-yl)-1-methylethyl]-carbamic acid benzyl ester

생성물 1

HCID 68856399((S)-2-{7-[(3-Ethylureido)-methyl]-furo[2,3-g]indazol-1-yl}-1-methylethyl)-carbamic acid benzyl ester수율 81.3%

시약·촉매·용매 2

HCID 6344Dichloromethane용매
HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of the product from Example 17, Step B (0.20 g, 0.53 mmol) in THF (4 mL) was added polymer supported di-isopropylamine (1.5 eq, 0.79 mmol, 0.22 g) and ethyl isocyanate (0.042 mL, 0.52 mmol); this mixture was stirred at room temperature for three hours followed by the addition of methanol (5 mL). Dichloromethane (15 mL) was added and the mixture was filtered, evaporation of the filtrate gave a solid (0.19 g) which was purified by chromatography (silica gel, hexane/ethyl acetate gradient) to give a white solid (0.14 g, 59%): LC/MS m/z 450 [M+H]+.

후처리

  1. filtrationthe mixture was filtered
  2. customevaporation of the filtrate

출처 및 근거

ORD 기록
ord-0c728be099814df8905f697f1bd9f192
출처 데이터셋
uspto-grants-2009_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07476687B2

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