Dimethylformamide → HCID 86658643, 화합물

HRID 1625718노트

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HRID 1625718 반응식
[NH2:1][C:2]1[CH:3]=[C:4]([CH:12]=[CH:13][C:14]=1[CH:15]=[O:16])[O:5][CH2:6][CH2:7][CH2:8][C:9]([O-:11])=O.[Li+].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CN(C=O)C.[N+:47]([C:50]1[CH:55]=[C:54]([N+:56]([O-:58])=[O:57])[CH:53]=[CH:52][C:51]=1[NH:59][CH2:60][CH2:61][NH2:62])([O-:49])=[O:48]>CCOC(C)=O>[NH2:1][C:2]1[CH:3]=[C:4]([CH:12]=[CH:13][C:14]=1[CH:15]=[O:16])[O:5][CH2:6][CH2:7][CH2:8][C:9]([NH:62][CH2:61][CH2:60][NH:59][C:51]1[CH:52]=[CH:53][C:54]([N+:56]([O-:58])=[O:57])=[CH:55][C:50]=1[N+:47]([O-:49])=[O:48])=[O:11]

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 168833(2,4-Dinitrophenyl)ethylenediamineHCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 58481206HCID 58481206, 화합물

생성물 1

HCID 86658643HCID 86658643, 화합물

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

Lithium 4-(3-amino-4-formylphenoxy)butanoate (50 mg), HBTU (80 mg) and DMF (2 mL) were combined in a 20 mL glass vial and stirred at ambient temperature. After 30 minutes, N1-(2,4-dinitrophenyl)ethane-1,2-diamine (Oakwood, 45 mg) was added in one portion and the reaction was stirred at ambient temperature overnight. The reaction mixture was diluted with EtOAc, washed successively with dilute aq. citric acid, water, sat. aq.NaHCO3, water, and sat. aq.NaCl, dried over Na2SO4, filtered and concentrated under reduced pressure, affording the title compound as a yellow solid. Rf: 0.18 (SiO2, EtOAc). MS (ESI+): m/z 432.20 (MH+). H-NMR (400 MHz, DMSO-d6): 1.914 (2H, quint, J=7.0 Hz), 2.224 (2H, t, J=7.0 Hz), 3.349 (2H, q, J=6.0 Hz), 3.538 (2H, q, J=6.0 Hz), 3.928 (2H, t, J=6.4 Hz), 6.165 (1H, s), 6.176 (1H, dd, J=2.4, 10.0 Hz), 7.133 (1H, br.s), 7.268 (1H, d, J=10.0 Hz), 7.371 (1H, d, J=8.4 Hz), 8.167 (1H, t, J=5.8 Hz), 8.250 (1H, dd, J=2.8, 8.8 Hz), 8.835 (1H, d, J=2.8 Hz), 8.913 (1H, t, J=5.6 Hz), 9.599 (1H, s). C-NMR (100 MHz, DMSO-d6): 24.489, 31.436, 37.331, 42.745, 66.782, 98.040, 104.339, 112.751, 115.130, 123.472, 123.564, 129.725, 134.731, 137.484, 148.305, 152.824, 163.873, 172.251, 191.400.

후처리

  1. stirringthe reaction was stirred at ambient temperature overnight
  2. washwashed successively with dilute aq. citric acid, water
  3. dry with materialNaCl, dried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-35e113e83fdb49b49c4f9626d18b6225
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08785151B2

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