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Morpholine → HCID 68456406, 화합물

HRID 2357655
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HRID 2357655 반응식
[C:1]([C:3]1[C:12]2[C:7](=[CH:8][C:9]([C:13]3[CH:14]=[C:15]([CH:22]=[CH:23][C:24]=3[CH3:25])[C:16]([NH:18][CH:19]3[CH2:21][CH2:20]3)=[O:17])=[CH:10][CH:11]=2)[CH:6]=[N:5][N:4]=1)#[N:2].[OH-].[K+].N1[CH2:33][CH2:32][O:31][CH2:30][CH2:29]1.CN(C([O:41]N1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>CCO.O.C(OCC)(=O)C>[CH:19]1([NH:18][C:16](=[O:17])[C:15]2[CH:22]=[CH:23][C:24]([CH3:25])=[C:13]([C:9]3[CH:8]=[C:7]4[C:12](=[CH:11][CH:10]=3)[C:3]([C:1]([N:2]3[CH2:33][CH2:32][O:31][CH2:30][CH2:29]3)=[O:41])=[N:4][N:5]=[CH:6]4)[CH:14]=2)[CH2:20][CH2:21]1
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7

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HCID 8083MorpholineHCID 14797Potassium HydroxideHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 68452746HCID 68452746, 화합물

생성물 1

HCID 68456406HCID 68456406, 화합물

시약·촉매·용매 2

HCID 8857
Ethyl Acetate
용매
HCID 19096565Water ethanol용매

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온도
120 °C

실험 절차

3-(1-Cyanophthalazin-6-yl)-N-cyclopropyl-4-methylbenzamide (115 mg, 350 μmol) was dissolved in EtOH/water (1:1) (3.50 mL) with potassium hydroxide (39 mg, 700 μmol) and heated in a microwave oven for 15 min at 120° C. The reaction mixture was concentrated in vacuo and dissolved in DMF (700 μl) and morpholine (152 μl, 1751 μmol) to which HATU (399 mg, 1051 μmol) was added. The reaction was stirred at RT for 16 h, then diluted with ethyl acetate, filtered, diluted with 50 mL ethyl acetate, and partitioned with sodium bicarbonate (saturated, aqueous). The organic layers were washed 2×20 mL with sodium bicarbonate (saturated, aqueous), separated, dried over sodium sulfate, concentrated in vacuo, and purified by flash chromatography to give the title compound. MS (ES+): 417 (M+H)+.

후처리

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. dissolutiondissolved in DMF (700 μl)
  3. filtrationfiltered
  4. additiondiluted with 50 mL ethyl acetate
  5. custompartitioned with sodium bicarbonate (saturated, aqueous)
  6. washThe organic layers were washed 2×20 mL with sodium bicarbonate (saturated, aqueous)
  7. customseparated
  8. dry with materialdried over sodium sulfate
  9. concentrationconcentrated in vacuo
  10. custompurified by flash chromatography

출처 및 근거

ORD 기록
ord-7b2d9d0804554d5f8a83bee72b8ab60d
출처 데이터셋
uspto-grants-2010_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07759337B2

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