Methanol → HCID 67281584、化合物

HRID 913016ノート

反応式

HRID 913016 の反応式
[CH2:1]([O:8][C:9]1[C:10](=[O:21])[CH:11]=[C:12]([CH:15]([OH:20])[C:16]([F:19])([F:18])[F:17])O[CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:22][NH2:23].CO>ClCCl>[CH2:1]([O:8][C:9]1[C:10](=[O:21])[CH:11]=[C:12]([CH:15]([OH:20])[C:16]([F:19])([F:18])[F:17])[N:23]([CH3:22])[CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 887MethanolHCID 6329MethylamineHCID 86623502HCID 86623502、化合物

生成物 1

HCID 67281584HCID 67281584、化合物収率 77%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

In each of four parallel synthesis tubes equipped with a magnetic stir bar was placed 5-benzyloxy-2-(2,2,2-trifluoro-1-hydroxy-ethyl)-pyran-4-one (0.90 g, 3.0 mmol), and a 2M methylamine solution in MeOH (5.5 mL, 11 mmol). The resulting solution was heated to reflux. The reaction was completed in 60 min. The solutions from the four reaction tubes were combined, and evaporated to dryness to give a semi solid mixture. The mixture was taken up in dichloromethane (15 mL) to give a thick solution. On standing, a solid product precipitated out to give the first crop of the title compound (2.90 g, 77% yield, HPLC Method 1 (Example 24); RT=13.0 min, HPLC purity (peak percent area): 99.5% at x=280 nm). 1H NMR (DMSO-d6+D2O) δ ppm: 7.64 (s, 1H), 7.37 (m, 5H), 6.49 (s, 1H), 5.38 (q, J=6.5 Hz, 1H), 4.97 (s, 2H), 3.69 (s, 3H).

後処理

  1. customIn each of four parallel synthesis tubes
  2. customequipped with a magnetic stir bar
  3. temperatureThe resulting solution was heated to reflux
  4. customThe solutions from the four reaction tubes
  5. customevaporated to dryness
  6. customto give a semi solid mixture
  7. customto give a thick solution
  8. customa solid product precipitated out

出典と根拠

ORDレコード
ord-30ca01a2320c4c7798da268af8fd0431
出典データセット
uspto-grants-2011_09
特許番号
US08026261B2

反応ノート

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