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8-(Bis(2-chlorophenyl)methyl)-3-(2-pyrimidinyl)-8-azabicyclo(3.2.1)octan-3-ol → 8-[Bis(2-chlorophenyl)methyl]-3-(1,4,5,6-tetrahydro-2-pyrimidinyl)-8-azabicyclo[3.2.1]octan-3-ol

HRID 2086594
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HRID 2086594 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[Cl:30])[N:9]1[CH:14]2[CH2:15][CH2:16][CH:10]1[CH2:11][C:12]([C:18]1[N:23]=[CH:22][CH:21]=[CH:20][N:19]=1)([OH:17])[CH2:13]2>[Ni].C(O)C>[Cl:30][C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][C:24]=1[CH:8]([C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[Cl:1])[N:9]1[CH:14]2[CH2:15][CH2:16][CH:10]1[CH2:11][C:12]([C:18]1[NH:23][CH2:22][CH2:21][CH2:20][N:19]=1)([OH:17])[CH2:13]2
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참가 물질

4

반응물 1

HCID 115830088-(Bis(2-chlorophenyl)methyl)-3-(2-pyrimidinyl)-8-azabicyclo(3.2.1)octan-3-ol

생성물 1

HCID 227250888-[Bis(2-chlorophenyl)methyl]-3-(1,4,5,6-tetrahydro-2-pyrimidinyl)-8-azabicyclo[3.2.1]octan-3-ol

시약·촉매·용매 2

HCID 935Nickel촉매HCID 702Ethanol용매

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온도
80 °C

실험 절차

Add Raney nickel to a solution of Example 1 (160 mg) in ethanol (10 ml) at RT. Heat to 80° C. and stir for 20 h, filter and concentrate. Purify the residue by column chromatography to produce the title compound. 1H NMR (CDCl3) 7.85 (d, 2H), 7.25 (m, 4H), 7.15 (t, 2H), 5.55 (s, 1H), 3.40 (dd, 4H), 3.10 (s, br, 2H), 2.05-2.35 (m, 6H), 2.75(q, 2H), 1.55 (d, 2H).

후처리

  1. filtrationfilter
  2. concentrationconcentrate
  3. customPurify the residue by column chromatography

출처 및 근거

ORD 기록
ord-e8951b50c3e640b2bedb739aa9dae898
출처 데이터셋
uspto-grants-2004_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06727254B2

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