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Acetic Anhydride → 1-(4-Phenylamino-5,7,8,9-tetrahydro-dipyrido[2,3-b;3',4'-d]pyrrol-6-yl)-ethanone

HRID 533727
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HRID 533727 반응식
[C:1]1([NH:7][C:8]2[C:16]3[C:15]4[CH2:17][NH:18][CH2:19][CH2:20][C:14]=4[NH:13][C:12]=3[N:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:21](OC(=O)C)(=[O:23])[CH3:22].C(N(CC)CC)C>ClCCCl>[C:1]1([NH:7][C:8]2[C:16]3[C:15]4[CH2:17][N:18]([C:21](=[O:23])[CH3:22])[CH2:19][CH2:20][C:14]=4[NH:13][C:12]=3[N:11]=[CH:10][CH:9]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1
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참가 물질

5

반응물 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 46843082Phenyl-(6,7,8,9-tetrahydro-5H-dipyrido[2,3-b;3',4'-d]pyrrol-4-yl)-amine

생성물 1

HCID 468431441-(4-Phenylamino-5,7,8,9-tetrahydro-dipyrido[2,3-b;3',4'-d]pyrrol-6-yl)-ethanone수율 11%

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매

실험 절차

Phenyl-(6,7,8,9-tetrahydro-5H-dipyrido[2,3-b;3′,4′-d]pyrrol-4-yl)-amine (40 mg, 0.15 mmol), acetic anhydride (18 mg, 0.18 mmol), and triethylamine (0.06 mL, 0.45 mmol) were dissolved in 1,2-dichloroethane (2.0 mL), and stirred overnight at room temperature. The reaction mixture was added directly to a Biotage column. The crude product was purified via Biotage eluting with CH2Cl2/MeOH (9/1, v/v) to provide 8 (5 mg, 11% yield) as a tan solid. LC-MS (M+H=307, obsd.=307).

후처리

  1. additionThe reaction mixture was added directly to a Biotage column
  2. customThe crude product was purified via Biotage
  3. washeluting with CH2Cl2/MeOH (9/1

출처 및 근거

ORD 기록
ord-6ced2b1c41c94d8384415afb186f55b1
출처 데이터셋
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08853391B2

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