Methanol → HCID 67281584, 화합물

HRID 1187482노트

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HRID 1187482 반응식
[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

참가 물질

5

반응물 3

HCID 887MethanolHCID 6329MethylamineHCID 86623502HCID 86623502, 화합물

생성물 1

HCID 67281584HCID 67281584, 화합물수율 77%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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 λ=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).

후처리

  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

출처 및 근거

ORD 기록
ord-3138d88e12b54f9d900ec9e413435132
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08673943B2

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