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5-Fluoro-1-(piperidin-4-yl)-1H-benzo[d]imidazol-2(3H)-one → 5-Fluoro-1-(1-{(2S)-2-hydroxy-3-[(2-methyl-1H-indol-7-yl)oxy]propyl}4-piperidinyl)-1,3-dihydro-2H-benzimidazol-2-one

HRID 132592
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HRID 132592 반응식
[F:1][C:2]1[CH:17]=[CH:16][C:5]2[N:6]([CH:10]3[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]3)[C:7](=[O:9])[NH:8][C:4]=2[CH:3]=1.[CH3:18][C:19]1[NH:20][C:21]2[C:26]([CH:27]=1)=[CH:25][CH:24]=[CH:23][C:22]=2[O:28][CH2:29][C@@H:30]1[CH2:32][O:31]1>C(O)C>[F:1][C:2]1[CH:17]=[CH:16][C:5]2[N:6]([CH:10]3[CH2:11][CH2:12][N:13]([CH2:32][C@H:30]([OH:31])[CH2:29][O:28][C:22]4[CH:23]=[CH:24][CH:25]=[C:26]5[C:21]=4[NH:20][C:19]([CH3:18])=[CH:27]5)[CH2:14][CH2:15]3)[C:7](=[O:9])[NH:8][C:4]=2[CH:3]=1
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참가 물질

4

반응물 2

HCID 137921045-Fluoro-1-(piperidin-4-yl)-1H-benzo[d]imidazol-2(3H)-oneHCID 865928342-methyl-7-[(2S)-oxiranylmethoxy]-1H-indole

생성물 1

HCID 691988225-Fluoro-1-(1-{(2S)-2-hydroxy-3-[(2-methyl-1H-indol-7-yl)oxy]propyl}4-piperidinyl)-1,3-dihydro-2H-benzimidazol-2-one수율 70.8%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
80 °C

실험 절차

A mixture of 5-fluoro-1-(4-piperidinyl)-1,3-dihydro-2H-benzimidazol-2-one (13.7 mg, 0.058 mmol), 2-methyl-7-[(2S)-oxiranylmethoxy]-1H-indole (12 mg, 0.058 mmol) in ethanol (2 mL) was kept on stirring at 80° C. for 5 h. The volatiles were removed in vacuo and residue purified by silica gel flash chromatography to give titled compound (18 mg).

후처리

  1. customThe volatiles were removed in vacuo and residue
  2. custompurified by silica gel flash chromatography

출처 및 근거

ORD 기록
ord-62327d64a690409bb3918058bfc76fb2
출처 데이터셋
uspto-grants-2008_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07388020B2

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