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Dimethylacetamide → 5-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-7-methyl-[1,2,4]triazolo[1,5-a]pyridin-2-ylamine

HRID 1054416
ノート
印刷プレビュー

反応式

HRID 1054416 の反応式
Br[C:2]1[N:7]2[N:8]=[C:9]([NH2:11])[N:10]=[C:6]2[CH:5]=[C:4]([CH3:12])[CH:3]=1.[O:13]1[C:18]2[CH:19]=[CH:20][C:21](B(O)O)=[CH:22][C:17]=2[O:16][CH2:15][CH2:14]1.P([O-])([O-])([O-])=O.[K+].[K+].[K+].CC(N(C)C)=O>O>[O:13]1[C:18]2[CH:19]=[CH:20][C:21]([C:2]3[N:7]4[N:8]=[C:9]([NH2:11])[N:10]=[C:6]4[CH:5]=[C:4]([CH3:12])[CH:3]=3)=[CH:22][C:17]=2[O:16][CH2:15][CH2:14]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

6

反応物 4

HCID 31374DimethylacetamideHCID 62657Potassium Phosphate, TribasicHCID 2776178(2,3-Dihydro-1,4-benzodioxin-6-yl)boronic acidHCID 595896855-Bromo-7-methyl-[1,2,4]triazolo[1,5-a]pyridin-2-amine

生成物 1

HCID 595895355-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-7-methyl-[1,2,4]triazolo[1,5-a]pyridin-2-ylamine

試薬・触媒・溶媒 1

HCID 962
Water
溶媒
2 回

反応条件

温度
150 °C

実験手順

5-Bromo-7-methyl-[1,2,4]triazolo[1,5-a]pyridin-2-ylamine (0.19 g, 0.84 mmol), 1,4-benzodioxane-6-boronic acid (0.18 g, 1.00 mmol), palladium(tetrakis)triphenylphosphine (97 mg, 0.084 mmol), potassium phosphate (0.36 g, 1.67 mmol), dimethylacetamide (3 ml) and water (1 ml) were added to a microwave vial containing a stirrer bar. The reaction was heated to 150° C. for 10 min. Water was added to the reaction mixture and the product extracted into ethyl acetate (×2). The organics were combined, washed several times with brine, dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo. The residue was triturated with diethyl ether and collected by filtration to give the desired product. LCMS RT: 2.82 min, MI: 283.17, Method: 2

後処理

  1. additioncontaining a stirrer bar
  2. extractionthe product extracted into ethyl acetate (×2)
  3. washwashed several times with brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customThe residue was triturated with diethyl ether
  8. filtrationcollected by filtration

出典と根拠

ORDレコード
ord-658c5b24fced41328aec850f62536c82
出典データセット
uspto-grants-2016_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09394301B2

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