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Potassium Carbonate → 2-Acetylaminomethyl-5-(5-chlorobenzoxazol-2-yl)-1-(tetrahydropyran-4-yl)benzimidazole

HRID 74287
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HRID 74287 반응식
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([C:10]3[CH:11]=[CH:12][C:13]([NH:17][CH:18]4[CH2:23][CH2:22][O:21][CH2:20][CH2:19]4)=[C:14]([CH:16]=3)[NH2:15])=[N:7][C:6]=2[CH:24]=1.Cl.[C:26]([NH:29][CH2:30][C:31](=N)OCC)(=[O:28])[CH3:27].C(=O)([O-])[O-].[K+].[K+]>C(O)C>[C:26]([NH:29][CH2:30][C:31]1[N:17]([CH:18]2[CH2:19][CH2:20][O:21][CH2:22][CH2:23]2)[C:13]2[CH:12]=[CH:11][C:10]([C:8]3[O:9][C:5]4[CH:4]=[CH:3][C:2]([Cl:1])=[CH:24][C:6]=4[N:7]=3)=[CH:16][C:14]=2[N:15]=1)(=[O:28])[CH3:27]
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참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 674984215-Chloro-2-(2-(tetrahydropyran-4-yl)aminoanilin-5-yl)benzoxazoleHCID 86664950Ethyl 2-acetylaminoacetimidate hydrochloride

생성물 1

HCID 674982542-Acetylaminomethyl-5-(5-chlorobenzoxazol-2-yl)-1-(tetrahydropyran-4-yl)benzimidazole수율 21.1%

시약·촉매·용매 1

HCID 702Ethanol
용매

실험 절차

To a solution of 5-chloro-2-(2-(tetrahydropyran-4-yl)aminoanilin-5-yl)benzoxazole (see Working Example 100-2) (250 mg, 0.727 mmol) in ethanol (5 mL) was added ethyl 2-acetylaminoacetimidate hydrochloride (263 mg, 1.45 mmol), and this was heated to reflux for 2 hours. After the reaction was complete, aqueous potassium carbonate solution was added, this was filtered and washed with water. The crystals obtained were purified by silica gel column chromatography to yield the title compound (65.2 mg, 21% yield) as white crystals.

후처리

  1. temperaturethis was heated
  2. temperatureto reflux for 2 hours
  3. filtrationthis was filtered
  4. washwashed with water
  5. customThe crystals obtained
  6. customwere purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-ee6168848f5640d6b0772d317c65c0e2
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08829035B2

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