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Morpholine → HCID 86685989, 화합물

HRID 2277692
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HRID 2277692 반응식
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[N:7]([C:13]1[CH:14]=[C:15]([CH2:19][C:20](O)=[O:21])[CH:16]=[N:17][CH:18]=1)[CH2:6][CH2:5]2.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(CC)CC.[NH:54]1[CH2:59][CH2:58][O:57][CH2:56][CH2:55]1>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[N:7]([C:13]1[CH:18]=[N:17][CH:16]=[C:15]([CH2:19][C:20]([N:54]3[CH2:59][CH2:58][O:57][CH2:56][CH2:55]3)=[O:21])[CH:14]=1)[CH2:6][CH2:5]2
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참가 물질

6

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HCID 8083MorpholineHCID 8471TriethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 86685988HCID 86685988, 화합물

생성물 1

HCID 86685989HCID 86685989, 화합물수율 13.9%

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매

실험 절차

[5-(6-Chloro-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl)-pyridin-3-yl]-acetic acid (50 mg, 0.16 mmol), HATU (122 mg, 0.32 mmol), Et3N (64 mg, 0.64 mmol) and morpholine (56 mg, 0.64 mmol) were dissolved in DCM (4.0 mL) and the resulting reaction mixture was stirred at room temperature overnight. After evaporating off the DCM, the residue was re-dissolved in EtOAc and was washed with brine. The organic layer was dried over anhy. Na2SO4, filtered and concentrated in vacuo to give a crude product which was then purified by prep-HPLC to give the title compound (8.5 mg, 13.9%) as light yellow oil. MS: 386.1 (M+H+).

후처리

  1. customthe resulting reaction mixture
  2. customAfter evaporating off the DCM
  3. dissolutionthe residue was re-dissolved in EtOAc
  4. washwas washed with brine
  5. customThe organic layer was dried over anhy
  6. filtrationNa2SO4, filtered
  7. concentrationconcentrated in vacuo
  8. customto give a crude product which
  9. customwas then purified by prep-HPLC

출처 및 근거

ORD 기록
ord-1d4d64587d254ca392f3dd43caabd3bf
출처 데이터셋
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09133158B2

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