Diisopropylethylamine → HCID 58575577, 화합물

HRID 1807872노트

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HRID 1807872 반응식
[CH:1]1([C:4]2[CH:13]=[C:12]3[C:7]([NH:8][C:9](=[O:23])[C:10]4[N:11]3[C:14]([CH:17]3[CH2:22][CH2:21][O:20][CH2:19][CH2:18]3)=[N:15][N:16]=4)=[CH:6][C:5]=2[C:24]([OH:26])=O)[CH2:3][CH2:2]1.BrC1C=C2C(NC(=O)C3N2C(C2CCOCC2)=NN=3)=CC=1C(O)=O.[CH2:51]1[C:59]2[C:54](=[CH:55][CH:56]=[CH:57][CH:58]=2)[CH2:53][NH:52]1.C(N(C(C)C)CC)(C)C.F[P-](F)(F)(F)(F)F.N1(OC(N(C)C)=[N+](C)C)C2N=CC=CC=2N=N1.C(=O)([O-])O.[Na+]>CN(C)C=O>[CH:1]1([C:4]2[CH:13]=[C:12]3[C:7]([NH:8][C:9](=[O:23])[C:10]4[N:11]3[C:14]([CH:17]3[CH2:18][CH2:19][O:20][CH2:21][CH2:22]3)=[N:15][N:16]=4)=[CH:6][C:5]=2[C:24]([N:52]2[CH2:53][C:54]3[C:59](=[CH:58][CH:57]=[CH:56][CH:55]=3)[CH2:51]2)=[O:26])[CH2:2][CH2:3]1

참가 물질

8

반응물 6

HCID 81531DiisopropylethylamineHCID 422478IsoindolineHCID 516892Sodium BicarbonateHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 58575207HCID 58575207, 화합물HCID 67133878HCID 67133878, 화합물

생성물 1

HCID 58575577HCID 58575577, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a mixed liquid of 95.0 mg of a mixture of 8-cyclopropyl-4-oxo-1-(tetrahydro-2H-pyran-4-yl)-4,5-dihydro[1,2,4]triazolo[4,3-a]quinoxaline-7-carboxylic acid and 8-bromo-4-oxo-1-(tetrahydro-2H-pyran-4-yl)-4,5-dihydro[1,2,4]triazolo[4,3-a]quinoxaline-7-carboxylic acid, 39.0 mg of isoindoline, 190 μL of diisopropylethylamine, and 1.50 mL of N,N-dimethylformamide was added 156 mg of O-(7-azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate, followed by stirring at room temperature overnight. To the reaction liquid was added a saturated aqueous sodium hydrogen carbonate solution, followed by extraction with chloroform. The organic layer was washed with saturated brine and then dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by preparative HPLC (methanol/0.1% aqueous formic acid solution) to obtain 24.8 mg of 8-cyclopropyl-7-(1,3-dihydro-2H-isoindol-2-ylcarbonyl)-1-(tetrahydro-2H-pyran-4-yl)[1,2,4]triazolo[4,3-a]quinoxalin-4(5H)-one as a pale brown solid.

후처리

  1. customTo the reaction liquid
  2. extractionfollowed by extraction with chloroform
  3. washThe organic layer was washed with saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was evaporated under reduced pressure
  6. customthe residue was purified by preparative HPLC (methanol/0.1% aqueous formic acid solution)

출처 및 근거

ORD 기록
ord-85972d80f0e944ce889a6f722d58a9c7
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08357688B2

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