Benzoyl chloride → HCID 21071399, 화합물

HRID 1371920노트

반응식

HRID 1371920 반응식
[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[C:5]2[CH2:11][CH2:12][N:13]1[C:21](=[O:22])[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:14]1=[O:23].[C:24](Cl)(=[O:31])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>CN(C)C1C=CN=CC=1.ClCCl>[C:24]([NH:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[C:5]2[CH2:11][CH2:12][N:13]1[C:14](=[O:23])[C:15]2[C:20](=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:21]1=[O:22])(=[O:31])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

참가 물질

5

반응물 2

HCID 7412Benzoyl chlorideHCID 21071398HCID 21071398, 화합물

생성물 1

HCID 21071399HCID 21071399, 화합물

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

Combine 2-(2-(5-amino-1H-indol-3-yl)ethyl)isoindole-1,3-dione (0.5 g, 1.64 mmol) and 4-dimethylaminopyridine (0.3 g, 2.5 mmol) and dissolve in 30 mL dichloromethane and cool to 0° C. Treat the reaction mixture with benzoyl chloride (276 mg, 1.96 mmol) and stir overnight during which the temperature was allowed to warm to room temperature. Concentrate to residue and chromatograph the residue on silica gel eluting with 0.5% MeOH in CHCl3 to give the title compound as a solid: ISMS 410 (M+1); 1H NMR (CDCl3) 7.86–7.85 (m, 2H), 7.79 (s, 1H), 7.72–7.68 (m, 2H), 7.60–7.57 (m, 2H), 7.46–7.42 (m, 1H), 7.4–7.36 (m, 3H), 7.13–7.11 (d, 1H), 6.89–6.88 (m, 1H), 3.88–3.84 (t, 2H), 3.00–2.97 (t, 2H).

후처리

  1. temperatureto warm to room temperature
  2. concentrationConcentrate to residue

출처 및 근거

ORD 기록
ord-c36542520af9421593af7df1ffa8ef2e
출처 데이터셋
uspto-grants-2007_01
특허 번호
US07157488B2

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