Methanol → HCID 58227586, 화합물

HRID 1161214노트

반응식

HRID 1161214 반응식
[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7]O[C:9]2=[O:14])([O-:3])=[O:2].Cl.[NH2:16][CH2:17][CH:18]1[CH2:23][CH2:22][N:21]([C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:20][CH2:19]1.CO>>[C:27]([O:26][C:24]([N:21]1[CH2:22][CH2:23][CH:18]([CH2:17][N:16]2[CH:7]=[CH:6][C:5]3[C:10](=[CH:11][CH:12]=[CH:13][C:4]=3[N+:1]([O-:3])=[O:2])[C:9]2=[O:14])[CH2:19][CH2:20]1)=[O:25])([CH3:30])([CH3:29])[CH3:28]

참가 물질

4

반응물 3

HCID 887MethanolHCID 2756034tert-Butyl 4-(aminomethyl)piperidine-1-carboxylate--hydrogen chloride (1/1)HCID 100127605-nitro-1H-isochromen-1-one

생성물 1

HCID 58227586HCID 58227586, 화합물수율 88.4%

실험 절차

Into a round bottom flask was combined 5-nitro-isochromen-1-one (2.0 g, 0.0094 mol), tert-butyl 4-(aminomethyl)piperidine-1-carboxylate hydrochloride (4.7 g, 0.019 mol) and methanol (80 mL, 2 mol). The mixture was heated at reflux for 1.5 hours. The mixture was cooled to room temperature and was stirred overnight. LC-MS showed the starting material was completely consumed. Volatiles were removed and the resulting oil was purified by silical gel in a methanol:methylene chloride (0-10%) gradient. Fractions containing the desired product, as determined by TLC and LC-MS, were combined and concentrated to yield a yellow solid (3.22 g). MS m/z=388.1 (M+1).

후처리

  1. customInto a round bottom flask was combined
  2. temperatureThe mixture was heated
  3. temperatureat reflux for 1.5 hours
  4. customwas completely consumed
  5. customVolatiles were removed
  6. customthe resulting oil was purified by silical gel in a methanol
  7. additionFractions containing the desired product
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-d4aa895199804b68888d6b61fb114d5b
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07816371B2

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