Phenethylamine → HCID 10055192, 화합물

HRID 1707326노트

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HRID 1707326 반응식
[C:1]([O:5][C:6]([NH:8][C@@H:9]([CH2:20][S:21][C:22]([C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[CH2:10][NH:11][C@H:12]([C:17]([OH:19])=O)[C@H:13]([CH2:15][CH3:16])[CH3:14])=[O:7])([CH3:4])([CH3:3])[CH3:2].CN(C)CCCN=C=NCC.ON1C(=O)C2C=CC=CC=2N=N1.[CH2:64]([NH2:72])[CH2:65][C:66]1[CH:71]=[CH:70][CH:69]=[CH:68][CH:67]=1.C(N(C(C)C)CC)(C)C>CCOC(C)=O.C(Cl)(Cl)Cl>[CH2:64]([NH:72][C:17](=[O:19])[C@H:12]([C@H:13]([CH2:15][CH3:16])[CH3:14])[NH:11][CH2:10][C@@H:9]([NH:8][C:6]([O:5][C:1]([CH3:3])([CH3:2])[CH3:4])=[O:7])[CH2:20][S:21][C:22]([C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1)([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)[C:35]1[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=1)[CH2:65][C:66]1[CH:71]=[CH:70][CH:69]=[CH:68][CH:67]=1

참가 물질

7

반응물 5

HCID 1001PhenethylamineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 730263-hydroxy-1,2,3-benzotriazin-4(3H)-oneHCID 81531DiisopropylethylamineHCID 10347845HCID 10347845, 화합물

생성물 1

HCID 10055192HCID 10055192, 화합물수율 69%

시약·촉매·용매 1

HCID 21584013Chloroform ethylacetate용매

실험 절차

The product of Step C (0.108 g, 0.2 mmol), 1-(3-dimethylaminopropyl )-3-ethylcarbodiimide (EDC) (0.042 g, 0.22 mmol), and 3,4-dihydro-3-hydroxy-4-oxo-1,2,3-benzotriazine (HOOBT) (0.036g, 0.22 mmol) were dissolved in 4 mL of 1:1 EtOAc/CHCl3 and stirred at ambient temperature for 0.5 hr. To this yellow solution was added phenethylamine (0.028 mL, 0.22 mmol) and diisopropylethylamine (0.038 mL, 0.22 mmol) and stirring was continued for 48 h. The solution was concentrated and the residue was partitioned between EtOAc and H2O. The organic layer was washed with water, aqueous saturated NaHCO3, brine, and dried (Na2SO4). Filtration and concentration followed by chromatography (SiO2, EtOAc: hexane, 1:3) gave 0.09 g (69%) of the title compound.

후처리

  1. stirringstirring
  2. waitwas continued for 48 h
  3. concentrationThe solution was concentrated
  4. customthe residue was partitioned between EtOAc and H2O
  5. washThe organic layer was washed with water, aqueous saturated NaHCO3, brine
  6. dry with materialdried (Na2SO4)
  7. filtrationFiltration and concentration

출처 및 근거

ORD 기록
ord-7329be93ff6e4dc6af7a0bbeec81117f
출처 데이터셋
uspto-grants-1994_10
특허 번호
US05352705

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