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Isopropylamine → 6-{5-[(Cyclopropylamino)carbonyl]-2-methylphenyl}-N-isopropylphthalazine-1-carboxamide

HRID 2357630
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HRID 2357630 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-:26].[K+].CN(C(ON1N=N[C:38]2[CH:39]=CC=N[C:37]1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N)(C)C>C(O)C.O.C(OCC)(=O)C>[CH:19]1([NH:18][C:16]([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]([NH:2][CH:38]([CH3:39])[CH3:37])=[O:26])=[N:4][N:5]=[CH:6]4)[CH:14]=2)=[O:17])[CH2:20][CH2:21]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 6363IsopropylamineHCID 14797Potassium HydroxideHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)2회HCID 68452746HCID 68452746, 화합물

생성물 1

HCID 684556306-{5-[(Cyclopropylamino)carbonyl]-2-methylphenyl}-N-isopropylphthalazine-1-carboxamide

시약·촉매·용매

2
HCID 8857Ethyl Acetate용매HCID 19096565Water ethanol용매

실험 절차

3-(1-Cyanophthalazin-6-yl)-N-cyclopropyl-4-methylbenzamide (115 mg, 350 μmol) and potassium hydroxide (39 mg, 700 μmol) were dissolved in ethanol/water (1:1) (3.50 mL) before it was placed in the microwave for 10 min at 120° C. The reaction mixture was concentrated before it was dissolved in dimethylformamide (700 μl); HATU (266 mg, 700 μmol) and isopropylamine (150 μl, 1751 μmol) were added. This was stirred at RT for 16 h before more HATU was added, and the reaction mixture was stirred at RT for 7 h. The reaction mixture was diluted with 100 mL of ethyl acetate, added to a separatory funnel, partitioned with water, washed 2× with 50 mL of water, separated, dried over sodium sulfate, concentrated in vacuo, and purified by HPLC to give the title compound.

후처리

  1. concentrationThe reaction mixture was concentrated before it
  2. dissolutionwas dissolved in dimethylformamide (700 μl)
  3. additionwas added
  4. additionadded to a separatory funnel
  5. custompartitioned with water
  6. washwashed 2× with 50 mL of water
  7. customseparated
  8. dry with materialdried over sodium sulfate
  9. concentrationconcentrated in vacuo
  10. custompurified by HPLC

출처 및 근거

ORD 기록
ord-7787cc5079e646c0a36830e81bb265de
출처 데이터셋
uspto-grants-2010_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07759337B2

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