Methanol → HCID 21071398, 화합물

HRID 1371919노트

반응식

HRID 1371919 반응식
[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][CH:8]=[C:7]2[CH2:13][CH2:14][N:15]1[C:23](=[O:24])[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[C:16]1=[O:25])([O-])=O.CO>O=[Pt]=O.C1COCC1>[NH2:1][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][CH:8]=[C:7]2[CH2:13][CH2:14][N:15]1[C:16](=[O:25])[C:17]2[C:22](=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:23]1=[O:24]

참가 물질

5

반응물 2

HCID 887MethanolHCID 227222762-[2-(5-Nitro-1H-indol-3-yl)ethyl]-1H-isoindole-1,3(2H)-dione

생성물 1

HCID 21071398HCID 21071398, 화합물

시약·촉매·용매 2

HCID 345198Adams' catalyst촉매HCID 8028Tetrahydrofuran용매

실험 절차

Combine a mixture of 2-(2-(5-nitro-1H-indol-3-yl)ethyl)isoindole-1,3-dione (1.8 g, 5.4 mmol), PtO2 (500 mg), 100 mL MeOH and 100 mL THF and hydrogenate at atmospheric pressure overnight. Filter the reaction through a pad of celite and concentrate to dryness. Redissolve the residue in 50/50 chloroform/dichloromethane and refilter through a pad of celite. Concentration under vacuum give the title compound as a dark solid: ISMS 306 (M+1); Analysis for C18H13N3O4 0.1C7H8 0.2 dichloromethane: calcd: C, 68.70; H, 4.89; N, 12.58; found: C, 69.08; H, 4.75; N, 12.69; 1H NMR (CDCl3) 7.9–7.8 (m, 3H), 7.75–7.65 (m, 2H), 7.2–7.1 (m, 1H), 7.05–7.0 (m, 2H), 6.7–6.6 (m, 1H), 4.0–3.9 (m, 2H), 3.4 (bs, 2H), 3.1–3.0 (m, 2H).

후처리

  1. customhydrogenate at atmospheric pressure overnight
  2. filtrationFilter
  3. customthe reaction through a pad of celite
  4. concentrationconcentrate to dryness
  5. dissolutionRedissolve the residue in 50/50 chloroform/dichloromethane and refilter through a pad of celite
  6. concentrationConcentration under vacuum

출처 및 근거

ORD 기록
ord-e30219c9945143ddb14676365a6ecbe3
출처 데이터셋
uspto-grants-2007_01
특허 번호
US07157488B2

반응 노트

불러오는 중…