Potassium Iodide → 1-[2-(4-{2-[(E)-2-(4-Pentafluorosulfanyl-phenyl)-vinyl]-oxazol-4-ylmethoxy}-phenyl)-oxazole-4-ylmethyl]-1H-[1,2,3]triazole

HRID 854699노트

반응식

HRID 854699 반응식
[N:1]1([CH2:6][C:7]2[N:8]=[C:9]([C:12]3[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][CH:13]=3)[O:10][CH:11]=2)[CH:5]=[CH:4][N:3]=[N:2]1.C(=O)([O-])[O-].[Cs+].[Cs+].Cl[CH2:26][C:27]1[N:28]=[C:29]([CH:32]=[CH:33][C:34]2[CH:39]=[CH:38][C:37]([S:40]([F:45])([F:44])([F:43])([F:42])[F:41])=[CH:36][CH:35]=2)[O:30][CH:31]=1.[I-].[K+]>CC(=O)CC>[F:43][S:40]([F:41])([F:42])([F:44])([F:45])[C:37]1[CH:38]=[CH:39][C:34](/[CH:33]=[CH:32]/[C:29]2[O:30][CH:31]=[C:27]([CH2:26][O:18][C:15]3[CH:16]=[CH:17][C:12]([C:9]4[O:10][CH:11]=[C:7]([CH2:6][N:1]5[CH:5]=[CH:4][N:3]=[N:2]5)[N:8]=4)=[CH:13][CH:14]=3)[N:28]=2)=[CH:35][CH:36]=1

참가 물질

6

반응물 4

HCID 4875Potassium IodideHCID 10796Cesium carbonateHCID 865985174-Chloromethyl-2-[2-(4-pentafluorosulfanyl-phenyl)-vinyl]-oxazoleHCID 1363552314-(4-[1,2,3]Triazol-1-ylmethyl-oxazol-2-yl)-phenol

생성물 1

HCID 114897411-[2-(4-{2-[(E)-2-(4-Pentafluorosulfanyl-phenyl)-vinyl]-oxazol-4-ylmethoxy}-phenyl)-oxazole-4-ylmethyl]-1H-[1,2,3]triazole수율 40.3%

시약·촉매·용매 1

HCID 6569Methyl Ethyl Ketone용매

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온도
60 °C

실험 절차

A mixture of 97 mg (0.40 mmol) 4-(4-[1,2,3]triazol-1-ylmethyl-oxazol-2-yl)-phenol and 78 mg (0.24 mmol) cesium carbonate in 10 ml butanone was stirred at 60° C. for 30 min, then 140 mg (0.40 mmol) 4-chloromethyl-2-[2-(4-pentafluorosulfanyl-phenyl)-vinyl]-oxazole and 66 mg (0.40 mmol) potassium iodide were added and stirring at 60° C. continued over night. After evaporation, 15 ml water was added and the mixture extracted with three portions of 15 ml ethyl acetate. The combined organic layers were washed with 1N sodium hydroxide and water, dried over sodium sulfate and evaporated to yield 89 mg (40%) pure title compound as light yellow solid melting at 172-174° C.

후처리

  1. stirringstirring at 60° C.
  2. waitcontinued over night
  3. customAfter evaporation, 15 ml water
  4. additionwas added
  5. extractionthe mixture extracted with three portions of 15 ml ethyl acetate
  6. washThe combined organic layers were washed with 1N sodium hydroxide and water
  7. dry with materialdried over sodium sulfate
  8. customevaporated

출처 및 근거

ORD 기록
ord-65f03bd8c04446ecb45245eaf1456842
출처 데이터셋
uspto-grants-2007_08
특허 번호
US07259262B2

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