Morpholine → [4-[6-Amino-5-(1-isopropyltriazol-4-yl)-3-pyridyl]-2-methoxy-phenyl]-morpholino-methanone

HRID 1053135노트

반응식

HRID 1053135 반응식
[NH2:1][C:2]1[N:7]=[CH:6][C:5]([C:8]2[CH:16]=[CH:15][C:11]([C:12](O)=[O:13])=[C:10]([O:17][CH3:18])[CH:9]=2)=[CH:4][C:3]=1[C:19]1[N:20]=[N:21][N:22]([CH:24]([CH3:26])[CH3:25])[CH:23]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[NH:51]1[CH2:56][CH2:55][O:54][CH2:53][CH2:52]1.CCN(C(C)C)C(C)C>CN(C=O)C>[NH2:1][C:2]1[N:7]=[CH:6][C:5]([C:8]2[CH:16]=[CH:15][C:11]([C:12]([N:51]3[CH2:56][CH2:55][O:54][CH2:53][CH2:52]3)=[O:13])=[C:10]([O:17][CH3:18])[CH:9]=2)=[CH:4][C:3]=1[C:19]1[N:20]=[N:21][N:22]([CH:24]([CH3:25])[CH3:26])[CH:23]=1

참가 물질

6

반응물 4

HCID 8083MorpholineHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 902733904-(6-amino-5-(1-isopropyl-1H-1,2,3-triazol-4-yl)pyridin-3-yl)-2-methoxybenzoic acid

생성물 1

HCID 77106365[4-[6-Amino-5-(1-isopropyltriazol-4-yl)-3-pyridyl]-2-methoxy-phenyl]-morpholino-methanone수율 80.64%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 4-(6-amino-5-(1-isopropyl-1H-1,2,3-triazol-4-yl)pyridin-3-yl)-2-methoxybenzoic acid (260 mg, 0.735 mmol) and HATU (418 mg, 1.10 mmol) in DMF (10.0 mL) were added morpholine (77 mg, 0.88 mmol) and DIPEA (0.4 mL, 2.205 mmol) at room temperature. The reaction mixture was stirred at room temperature for 18 h. The reaction mixture was poured into ice cold water, extracted with EtOAc (100 mL). The organic layer was washed with brine solution (50 mL), dried over anhydrous Na2SO4 and solvent was evaporated under reduced pressure. Crude compound was purified by column using 100-200 mesh silica gel. The column was eluted with 100% EtOAc to afford 250 mg (yield: 80.64%) of the title compound as pale yellow solid.

후처리

  1. additionThe reaction mixture was poured into ice cold water
  2. extractionextracted with EtOAc (100 mL)
  3. washThe organic layer was washed with brine solution (50 mL)
  4. dry with materialdried over anhydrous Na2SO4 and solvent
  5. customwas evaporated under reduced pressure
  6. customCrude compound was purified by column
  7. washThe column was eluted with 100% EtOAc

출처 및 근거

ORD 기록
ord-c593e2fc44f14c90b0a55d3efe164e93
출처 데이터셋
uspto-grants-2016_07
특허 번호
US09393248B1

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