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

HRID 2357630
ノート
印刷プレビュー

反応式

HRID 2357630 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 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)2 回HCID 68452746HCID 68452746、化合物

生成物 1

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

試薬・触媒・溶媒

2
HCID 8857Ethyl Acetate溶媒HCID 19096565Water ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-7787cc5079e646c0a36830e81bb265de
出典データセット
uspto-grants-2010_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07759337B2

反応ノート

読み込み中…

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