Potassium Phosphate, Tribasic → HCID 67309479, 화합물

HRID 2061623노트

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HRID 2061623 반응식
[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

참가 물질

7

반응물 4

HCID 62657Potassium Phosphate, TribasicHCID 75806TricyclohexylphosphineHCID 2760897Cyclopropylboronic acidHCID 67308172HCID 67308172, 화합물

생성물 1

HCID 67309479HCID 67309479, 화합물수율 71%

시약·촉매·용매 2

HCID 167845palladium(II) acetate촉매HCID 22272177Toluene water용매

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온도
100 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-97e1dbe4ca4b485bb4c316f4f99a3738
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08283358B2

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