Tetrabutylammonium Fluoride → 5-(4-Chlorophenyl)-2-ethynyl-3-fluoropyridine

HRID 734800노트

반응식

HRID 734800 반응식
CCCC[N+](CCCC)(CCCC)CCCC.[F-].[Si]([C:26]#[C:27][C:28]1[C:33]([F:34])=[CH:32][C:31]([C:35]2[CH:40]=[CH:39][C:38]([Cl:41])=[CH:37][CH:36]=2)=[CH:30][N:29]=1)(C(C)(C)C)(C)C>C(Cl)Cl>[Cl:41][C:38]1[CH:39]=[CH:40][C:35]([C:31]2[CH:32]=[C:33]([F:34])[C:28]([C:27]#[CH:26])=[N:29][CH:30]=2)=[CH:36][CH:37]=1

참가 물질

4

반응물 2

HCID 2724141Tetrabutylammonium FluorideHCID 690583282-[(Tert-butyldimethylsilanyl)ethynyl]-5-(4-chlorophenyl)-3-fluoropyridine

생성물 1

HCID 600554165-(4-Chlorophenyl)-2-ethynyl-3-fluoropyridine

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

1.14 g (3.61 mmol) of TBAF was added at RT to a solution of 1.25 g (3.61 mmol) of 2-[(tert-butyldimethylsilanyl)ethynyl]-5-(4-chlorophenyl)-3-fluoropyridine in 30 mL of DCM and the mixture was stirred for 2 hours. The organic phase was washed with water, dried over sodium sulfate, and evaporated down in vacuo. The residue was stirred with PE, the precipitate was filtered off, washed with PE, and dried in the air. Yield: 0.72 g (86% of theoretical); C13H7ClFN (M=231.653); calc.: molpeak (M+H)+: 232/234 (Cl); found: molpeak (M+H)+: 232/234 (Cl); HPLC-MS: 5.81 minutes (method B).

후처리

  1. washThe organic phase was washed with water
  2. dry with materialdried over sodium sulfate
  3. customevaporated down in vacuo
  4. stirringThe residue was stirred with PE
  5. filtrationthe precipitate was filtered off
  6. washwashed with PE
  7. customdried in the air
  8. custom5.81 minutes (method B)

출처 및 근거

ORD 기록
ord-edf9bac4da0745ca9fd47e96455dba3f
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07592358B2

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