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Hydrazine hydrate (1:1) → (r)-{1-[(1-{2-[4-(2-Aminoethyl)phenyl]ethyl}piperidin-4-yl)methyl]-1h-1,2,4-triazol-3-yl}(cyclohexyl)phenylmethanol

HRID 2383375
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HRID 2383375 반응식
[CH:1]1([C@@:7]([OH:47])([C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=2)[C:8]2[N:12]=[CH:11][N:10]([CH2:13][CH:14]3[CH2:19][CH2:18][N:17]([CH2:20][CH2:21][C:22]4[CH:27]=[CH:26][C:25]([CH2:28][CH2:29][N:30]5C(=O)C6C(=CC=CC=6)C5=O)=[CH:24][CH:23]=4)[CH2:16][CH2:15]3)[N:9]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.O.NN>C(O)C>[NH2:30][CH2:29][CH2:28][C:25]1[CH:24]=[CH:23][C:22]([CH2:21][CH2:20][N:17]2[CH2:16][CH2:15][CH:14]([CH2:13][N:10]3[CH:11]=[N:12][C:8]([C@@:7]([CH:41]4[CH2:42][CH2:43][CH2:44][CH2:45][CH2:46]4)([C:1]4[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=4)[OH:47])=[N:9]3)[CH2:19][CH2:18]2)=[CH:27][CH:26]=1
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참가 물질

4

반응물 2

HCID 24654Hydrazine hydrate (1:1)HCID 591459622-[2-(4-{2-[4-({3-[(R)-cyclohexyl(hydroxy)phenylmethyl]-1H-1,2,4-triazol-1-yl}methyl)piperdin-1-yl]ethyl}phenyl)ethyl]-1H-isoindole-1,3(2H)-dione

생성물 1

HCID 59145973(r)-{1-[(1-{2-[4-(2-Aminoethyl)phenyl]ethyl}piperidin-4-yl)methyl]-1h-1,2,4-triazol-3-yl}(cyclohexyl)phenylmethanol수율 81%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

2-[2-(4-{2-[4-({3-[(R)-cyclohexyl(hydroxy)phenylmethyl]-1H-1,2,4-triazol-1-yl}methyl)piperdin-1-yl]ethyl}phenyl)ethyl]-1H-isoindole-1,3(2H)-dione (Preparation 12, 3.4 g, 5.38 mmol) was suspended in ethanol (20 ml) and hydrazine monohydrate (2.61 ml, 53.8 ml) added. After stirring at reflux for 2 hours, the reaction was cooled to room temperature and the precipitate collected by filtration and washed with ethanol (200 ml). The filtrate was concentrated in vacuo to furnish the title compound as a white solid, in 81% yield, 2.57 g.

후처리

  1. temperatureat reflux for 2 hours
  2. filtrationthe precipitate collected by filtration
  3. washwashed with ethanol (200 ml)
  4. concentrationThe filtrate was concentrated in vacuo

출처 및 근거

ORD 기록
ord-9565deacebac4b18aad7e6ae7f67f0a4
출처 데이터셋
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08263623B2

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