Triethyl Phosphate → HCID 86732323、化合物

HRID 517203ノート

反応式

HRID 517203 の反応式
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

参加物

7

反応物 5

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

生成物 1

HCID 86732323HCID 86732323、化合物

試薬・触媒・溶媒 1

HCID 15413tert-Butyl methyl ether溶媒

反応条件

温度
50 °C

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-29c65718670a4b0c90b1830e7991d2d7
出典データセット
uspto-grants-2015_08
特許番号
US09115093B2

反応ノート

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