Cesium carbonate → HCID 68869796, 화합물

HRID 1985253노트

반응식

HRID 1985253 반응식
[CH2:1]([O:3][C:4](=[O:16])[CH:5]([O:14][CH3:15])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=1)[CH3:2].[CH3:17][N:18]1[CH:22]([CH2:23][CH2:24]OS(C2C=CC(C)=CC=2)(=O)=O)[CH2:21][N:20]([CH2:36][C:37]2[CH:42]=[CH:41][C:40]([C:43]([F:46])([F:45])[F:44])=[CH:39][CH:38]=2)[C:19]1=[O:47].C([O-])([O-])=O.[Cs+].[Cs+]>CN(C=O)C>[CH2:1]([O:3][C:4](=[O:16])[CH:5]([O:14][CH3:15])[CH2:6][C:7]1[CH:8]=[CH:9][C:10]([O:13][CH2:24][CH2:23][CH:22]2[CH2:21][N:20]([CH2:36][C:37]3[CH:42]=[CH:41][C:40]([C:43]([F:45])([F:46])[F:44])=[CH:39][CH:38]=3)[C:19](=[O:47])[N:18]2[CH3:17])=[CH:11][CH:12]=1)[CH3:2]

참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 18794793Ethyl 3-(4-hydroxyphenyl)-2-methoxypropanoateHCID 86596229HCID 86596229, 화합물

생성물 1

HCID 68869796HCID 68869796, 화합물수율 65.5%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
55 °C

실험 절차

A mixture of 3-(4-hydroxy-phenyl)-2-methoxy-propionic acid ethyl ester 0.027 g, 0.120 mmol), toluene-4-sulfonic acid 2-[3-methyl-2-oxo-1-(4-trifluoromethyl-benzyl)-imidazolidin-4-yl]-ethyl ester (0.061 g, 0.133 mmol) and Cs2CO3 (0.059 g, 0.181 mmol) in DMF (4 mL) was heated to 55° C. under N2 for 16 h. The reaction was cooled and quenched with 1 N HCl (10 mL) and worked up extractively with Et2O and water. The organic layer was dried (MgSO4) and the solvent removed in vacuo to afford crude product that was purified by flash chromatography using 4:1 then 3:1 hexanes:acetone to afford 0.040 g (64%) 2-methoxy-3-(4-{2-[3-methyl-2-oxo-1-(4-trifluoromethyl-benzyl)-imidazolidin-4-yl]-ethoxy}-phenyl)-propionic acid ethyl ester. 1H NMR. MS (ES+) Calc'd for C26H32N2O5F3 (M+1) 509. Found m/z 509 (100%).

후처리

  1. temperatureThe reaction was cooled
  2. customquenched with 1 N HCl (10 mL)
  3. dry with materialThe organic layer was dried (MgSO4)
  4. customthe solvent removed in vacuo
  5. customto afford crude product that
  6. customwas purified by flash chromatography

출처 및 근거

ORD 기록
ord-ef55995f30034dd3b77b9284716ef2ce
출처 데이터셋
uspto-grants-2009_06
특허 번호
US07544812B2

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