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Ammonia → 2-(3-(8-Methoxy-1-oxo-1,2-dihydro-2,7-naphthyridin-3-yl)propyl)isoindoline-1,3-dione

HRID 1034940
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HRID 1034940 반응식
[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[O:11])[N:3]1[CH2:12][CH2:13][CH2:14][C:15]#[C:16][C:17]1[C:22]([C:23]([O:25]C)=O)=[C:21]([O:27][CH3:28])[N:20]=[CH:19][CH:18]=1.[NH3:29]>CO>[CH3:28][O:27][C:21]1[N:20]=[CH:19][CH:18]=[C:17]2[C:22]=1[C:23](=[O:25])[NH:29][C:15]([CH2:14][CH2:13][CH2:12][N:3]1[C:2](=[O:1])[C:10]3[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=3)[C:4]1=[O:11])=[CH:16]2
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참가 물질

4

반응물 2

HCID 222AmmoniaHCID 58094505Methyl 4-(5-(1,3-dioxoisoindolin-2-yl)pent-1-ynyl)-2-methoxynicotinate

생성물 1

HCID 580946292-(3-(8-Methoxy-1-oxo-1,2-dihydro-2,7-naphthyridin-3-yl)propyl)isoindoline-1,3-dione

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
115 °C

실험 절차

Methyl 4-(5-(1,3-dioxoisoindolin-2-yl)pent-1-ynyl)-2-methoxynicotinate (100 mg, 0.26 mmol) is dissolved in 7% NH3 in MeOH (3 mL) and heated at 115° C. in a sealed tube for 24 hours. The reaction mixture is cooled and the solvents are removed by evaporation. The cyclized product is separated using silica gel column chromatography using hexan:ethyl acetate as solvent. MS m/z 364.1 (M+1).

후처리

  1. temperatureThe reaction mixture is cooled
  2. customthe solvents are removed by evaporation
  3. customThe cyclized product is separated

출처 및 근거

ORD 기록
ord-4081a06af1a2496bab815e53e4845501
출처 데이터셋
uspto-grants-2013_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08546370B2

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