Ethyl orthoformate → HCID 118162409, 화합물

HRID 707525노트

반응식

HRID 707525 반응식
[Cl:1][C:2]1[N:7]=[C:6](C=O)[CH:5]=[CH:4][C:3]=1[F:10].[CH:11]([O:18][CH2:19][CH3:20])([O:15][CH2:16][CH3:17])OCC>C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1.C(O)C>[Cl:1][C:2]1[C:3]([F:10])=[CH:4][CH:5]=[C:6]([CH:11]([O:15][CH2:16][CH3:17])[O:18][CH2:19][CH3:20])[N:7]=1

참가 물질

5

반응물 2

HCID 31214Ethyl orthoformateHCID 722128091211531-38-2

생성물 1

HCID 118162409HCID 118162409, 화합물수율 81.3%

시약·촉매·용매 2

HCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)촉매HCID 702Ethanol용매

실험 절차

To a mixed solution of a commercially available product of 6-chloro-5-fluoropyridine-2-carbaldehyde (820 mg, 5.14 mmol) and ethanol (10.0 mL) were added triethyl orthoformate (2.56 mL, 15.4 mmol) and pyridinium p-toluenesulfonate (64.6 mg, 0.257 mmol) at room temperature. The resultant mixture was stirred at 80° C. for 5 hours. The reaction mixture was concentrated under a reduced pressure, water was added to the residue, and the resultant solution was extracted with ethyl acetate two times. An organic layer was dried over anhydrous magnesium sulfate and then filtrated. The solvent was evaporated under a reduced pressure, to give a crude product (977 mg) of the title compound. The product was used in the subsequent reaction without further purification.

후처리

  1. concentrationThe reaction mixture was concentrated under a reduced pressure, water
  2. additionwas added to the residue
  3. extractionthe resultant solution was extracted with ethyl acetate two times
  4. dry with materialAn organic layer was dried over anhydrous magnesium sulfate
  5. filtrationfiltrated
  6. customThe solvent was evaporated under a reduced pressure

출처 및 근거

ORD 기록
ord-8d5104c210344dbcb3ee2593fc42fc4d
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09174998B2

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