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Morpholine → HCID 68456406、化合物

HRID 2357655
ノート
印刷プレビュー

反応式

HRID 2357655 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-].[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
参加物反応条件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 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、化合物

生成物 1

HCID 68456406HCID 68456406、化合物

試薬・触媒・溶媒 2

HCID 8857
Ethyl Acetate
溶媒
HCID 19096565Water ethanol溶媒

反応条件

温度
120 °C

実験手順

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)+.

後処理

  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

出典と根拠

ORDレコード
ord-7b2d9d0804554d5f8a83bee72b8ab60d
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

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート