1,1-Dichloroacetone → 2-(4-chloromethyl-oxazol-2-yl)-5-trifluoromethoxy-1H-indole

HRID 1392234노트

반응식

HRID 1392234 반응식
[F:1][C:2]([F:17])([F:16])[O:3][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][C:8]([C:13]([NH2:15])=[O:14])=[CH:7]2.[Cl:18][CH:19](Cl)[C:20](=O)[CH3:21]>C1(C)C=CC=CC=1.CN(C=O)C>[Cl:18][CH2:19][C:20]1[N:15]=[C:13]([C:8]2[NH:9][C:10]3[C:6]([CH:7]=2)=[CH:5][C:4]([O:3][C:2]([F:1])([F:16])[F:17])=[CH:12][CH:11]=3)[O:14][CH:21]=1

참가 물질

4

반응물 2

HCID 105671,1-DichloroacetoneHCID 692204685-trifluoromethoxy-1H-indole-2-carboxylic acid amide

생성물 1

HCID 1363319652-(4-chloromethyl-oxazol-2-yl)-5-trifluoromethoxy-1H-indole

시약·촉매·용매 1

HCID 21735183Dimethylformamide toluene용매

실험 절차

5-trifluoromethoxy-1H-indole-2-carboxylic acid amide (4.5 g, 18.43 mmol) and dichloro acetone (3.5 g, 27.63 mmol) in toluene/DMF (5:1, 30 ml) were kept at reflux temperature for 24 h with continuous removal of water by applying a Dean-Stark trap (a water separator used in chemical reactions). After removal of solvents in vacuo, the residue was intensively shaken with water, the precipitate was isolated by filtration and washed with water and brine. After evaporation of the solvents in vacuo chromatography on silica gel (iso-hexanes/ethyl acetate 3:1) yielded 2-(4-chloromethyl-oxazol-2-yl)-5-trifluoromethoxy-1H-indole as off white solid. Yield 2.6 g (44%)

후처리

  1. temperatureat reflux temperature for 24 h
  2. customwith continuous removal of water
  3. customAfter removal of solvents in vacuo
  4. customthe precipitate was isolated by filtration
  5. washwashed with water and brine
  6. customAfter evaporation of the solvents in vacuo chromatography on silica gel (iso-hexanes/ethyl acetate 3:1)

출처 및 근거

ORD 기록
ord-35d9fe1c0382458985c64c3771cf6172
출처 데이터셋
uspto-grants-2008_03
특허 번호
US07342030B2

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