Triethyl Phosphate → HCID 86732323, 화합물

HRID 517203노트

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HRID 517203 반응식
P(OCC)(OCC)(OCC)=O.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.[C:26]1(=[O:33])[CH2:31][CH2:30][CH2:29][C:28](=O)[CH2:27]1.[Br:34][C:35]1[CH:42]=[CH:41][C:38]([CH:39]=O)=[C:37]([S:43]([CH3:46])(=[O:45])=[O:44])[CH:36]=1.[F:47][C:48]([F:60])([F:59])[C:49]1[CH:50]=[C:51]([NH:55][C:56]([NH2:58])=[O:57])[CH:52]=[CH:53][CH:54]=1>COC(C)(C)C>[Br:34][C:35]1[CH:42]=[CH:41][C:38]([CH:39]2[C:27]3[C:26](=[O:33])[CH2:31][CH2:30][CH2:29][C:28]=3[N:55]([C:51]3[CH:52]=[CH:53][CH:54]=[C:49]([C:48]([F:59])([F:60])[F:47])[CH:50]=3)[C:56](=[O:57])[NH:58]2)=[C:37]([S:43]([CH3:46])(=[O:45])=[O:44])[CH:36]=1

참가 물질

7

반응물 5

HCID 6535Triethyl PhosphateHCID 104341,3-CyclohexanedioneHCID 14812Phosphorus oxide (P4O10)HCID 25712(3-Trifluoromethylphenyl)ureaHCID 27610764-Bromo-2-(methylsulfonyl)benzaldehyde

생성물 1

HCID 86732323HCID 86732323, 화합물

시약·촉매·용매 1

HCID 15413tert-Butyl methyl ether용매

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온도
50 °C

실험 절차

A mixture of triethyl phosphate (400 μL, 428 mg, 2.35 mmol) and phosphorous pentoxide (216 mg, 1.52 mmol) is heated at 50° C. over night and dilutet with tert-butyl methyl ether (10 mL). Cyclohexane-1,3-dione (320 mg, 2.85 mmol), 4-bromo-2-(methylsulfonyl)benz-aldehyde (500 mg, 1.90 mmol) and 1-(3-(trifluoromethyl)phenyl)urea (388 mg, 1.90 mmol) are added, and the mixture is heated at reflux over night and concentrated under reduced pressure. The residue is purified by reversed phase HPLC (Agilent ZORBAX™+SB-C18, gradient of acetonitrile in water, 0.15% formic acid). Yield: 80 mg; ESI mass spectrum [(79Br)-M+H]+=543, [(81Br)-M+H]+=545, Retention time HPLC: 1.06 min (Z017_S04).

후처리

  1. temperaturethe mixture is heated
  2. temperatureat reflux over night
  3. concentrationconcentrated under reduced pressure
  4. customThe residue is purified by reversed phase HPLC (Agilent ZORBAX™+SB-C18, gradient of acetonitrile in water, 0.15% formic acid)
  5. custom1.06 min (Z017_S04)

출처 및 근거

ORD 기록
ord-29c65718670a4b0c90b1830e7991d2d7
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09115093B2

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