4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridine → 2-(Di-tert-butoxycarbonylamino)-3-(1,4,6,7-tetrahydro-pyrazolo[4,3-c]pyridin-5-yl)-propionic acid methyl ester

HRID 1177729노트

반응식

HRID 1177729 반응식
[NH:1]1[C:9]2[CH2:8][CH2:7][NH:6][CH2:5][C:4]=2[CH:3]=[N:2]1.[CH3:10][O:11][C:12](=[O:30])[C:13]([N:15]([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])=[CH2:14]>CO>[CH3:10][O:11][C:12](=[O:30])[CH:13]([N:15]([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[C:16]([O:18][C:19]([CH3:22])([CH3:20])[CH3:21])=[O:17])[CH2:14][N:6]1[CH2:7][CH2:8][C:9]2[NH:1][N:2]=[CH:3][C:4]=2[CH2:5]1

참가 물질

4

반응물 2

HCID 27605834,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridineHCID 10870342Methyl 2-(bis((tert-butoxy)carbonyl)amino)prop-2-enoate

생성물 1

HCID 588643312-(Di-tert-butoxycarbonylamino)-3-(1,4,6,7-tetrahydro-pyrazolo[4,3-c]pyridin-5-yl)-propionic acid methyl ester

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of 4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridine (160 mg) in 2.5 mL methanol was added 2-(di-tert-butoxycarbonylamino)-acrylic acid methyl ester (400 mg). The reaction was concentrated to approximately 1.5 mL by application of a gentle stream of nitrogen. The solution was stirred at room temperature overnight. The reaction was concentrated, dissolved in ethyl acetate, washed with brine, dried over magnesium sulfate, and concentrated. The resulting residue was pure enough to use without purification. 1H-NMR (CDCl3, 500 MHz) δ 1.44 (s, 9H), 2.73 (m, 3H), 2.91 (m, 1H), 3.06 (dd, J=13.4, 8.6, 1H), 3.22 (dd, J=13.4, 8.2, 1H), 3.54 (d, J=13.4, 1H), 3.63 (d, J=13.4, 1H), 3.71 (s, 3H), 5.11 (dd, J=8.5, 5.2, 1H), 7.25 (s, 1H). Mass spec.: 425.23 (MH)+.

후처리

  1. concentrationThe reaction was concentrated to approximately 1.5 mL by application of a gentle stream of nitrogen
  2. concentrationThe reaction was concentrated
  3. dissolutiondissolved in ethyl acetate
  4. washwashed with brine
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated
  7. customto use without purification

출처 및 근거

ORD 기록
ord-f73a6264447b4b5c9bbee85e3a120c9f
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07842808B2

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