Potassium Phosphate, Tribasic → HCID 67309479、化合物

HRID 2061623ノート

反応式

HRID 2061623 の反応式
[CH:1]1(B(O)O)[CH2:3][CH2:2]1.C1(P(C2CCCCC2)C2CCCCC2)CCCCC1.P([O-])([O-])([O-])=O.[K+].[K+].[K+].Br[C:35]1[CH:39]=[CH:38][N:37]([S:40]([C:43]2[CH:48]=[CH:47][C:46]([C:49]([F:52])([F:51])[F:50])=[CH:45][CH:44]=2)(=[O:42])=[O:41])[CH:36]=1>C1(C)C=CC=CC=1.O.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[CH:1]1([C:39]2[CH:35]=[CH:36][N:37]([S:40]([C:43]3[CH:44]=[CH:45][C:46]([C:49]([F:51])([F:52])[F:50])=[CH:47][CH:48]=3)(=[O:41])=[O:42])[CH:38]=2)[CH2:3][CH2:2]1

参加物

7

反応物 4

HCID 62657Potassium Phosphate, TribasicHCID 75806TricyclohexylphosphineHCID 2760897Cyclopropylboronic acidHCID 67308172HCID 67308172、化合物

生成物 1

HCID 67309479HCID 67309479、化合物収率 71%

試薬・触媒・溶媒 2

HCID 167845palladium(II) acetate触媒HCID 22272177Toluene water溶媒

反応条件

温度
100 °C

実験手順

Cyclopropyl boronic acid (1.6 g, 18.7 mmol), palladium (II) acetate (323 mg, 1.44 mmol), tricyclohexylphosphine (808 mg, 2.88 mmol) and potassium phosphate (10.7 g, 50.5 mmol) were added to a solution of 3-bromo-1-(4-(trifluoromethyl)phenylsulfonyl)-1H-pyrrole (5.11 g, 14.4 mmol) in toluene/H2O (75 mL, 19/1). The resulting suspension was evacuated and purged with nitrogen three times and then placed in an oil bath pre-heated to 100° C. The reaction was stirred for 6 h and was subsequently concentrated under vacuum. The residue was purified on a silica gel column (eluant hexane/EtOAc, 9/1, v/v) to give compound 113 (3.21 g, 10.1 mmol, 71%). MS (ESI) 316.1 (M+H).

後処理

  1. customThe resulting suspension was evacuated
  2. custompurged with nitrogen three times
  3. customplaced in an oil bath
  4. concentrationwas subsequently concentrated under vacuum
  5. customThe residue was purified on a silica gel column (eluant hexane/EtOAc, 9/1

出典と根拠

ORDレコード
ord-97e1dbe4ca4b485bb4c316f4f99a3738
出典データセット
uspto-grants-2012_10
特許番号
US08283358B2

反応ノート

読み込み中…