5-{4-(Imidazo[1,2-a]pyridin-2-ylmethoxy)benzyl}-3-triphenylmethylthiazolidine-2,4-dione → 5-{4-(Imidazo[1,2-a]pyridin-2-ylmethoxy)benzyl}thiazolidine-2,4-dione

HRID 1953647노트

반응식

HRID 1953647 반응식
[N:1]1[C:2]([CH2:10][O:11][C:12]2[CH:44]=[CH:43][C:15]([CH2:16][CH:17]3[S:21][C:20](=[O:22])[N:19](C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)[C:18]3=[O:42])=[CH:14][CH:13]=2)=[CH:3][N:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=12>FC(F)(F)C(O)=O>[N:1]1[C:2]([CH2:10][O:11][C:12]2[CH:13]=[CH:14][C:15]([CH2:16][CH:17]3[S:21][C:20](=[O:22])[NH:19][C:18]3=[O:42])=[CH:43][CH:44]=2)=[CH:3][N:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=12

참가 물질

3

반응물 1

HCID 107698205-{4-(Imidazo[1,2-a]pyridin-2-ylmethoxy)benzyl}-3-triphenylmethylthiazolidine-2,4-dione

생성물 1

HCID 106893985-{4-(Imidazo[1,2-a]pyridin-2-ylmethoxy)benzyl}thiazolidine-2,4-dione수율 45%

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

실험 절차

A procedure similar to that described in Example 1 was repeated, except that 3.0 g of 5-{4-(imidazo-[1,2-a]pyridin-2-ylmethoxy)benzyl}-3-triphenylmethyl-thiazolidine-2,4-dione (prepared as described in Preparation 21) were reacted with 30 ml of trifluoroacetic acid for 1 hour. At the end of this time, the reaction mixture was freed from trifluoroacetic acid by distillation under reduced pressure. An aqueous solution of potassium carbonate and ethyl acetate were added to the residue, and the resulting precipitated insoluble material was collected by filtration, dried over anhydrous sodium sulfate and recrystallized from ethanol, to give 0.8 g of the title compound, melting at 197-202° C.

후처리

  1. distillationAt the end of this time, the reaction mixture was freed from trifluoroacetic acid by distillation under reduced pressure
  2. additionAn aqueous solution of potassium carbonate and ethyl acetate were added to the residue
  3. customthe resulting precipitated insoluble material
  4. filtrationwas collected by filtration
  5. dry with materialdried over anhydrous sodium sulfate
  6. customrecrystallized from ethanol

출처 및 근거

ORD 기록
ord-e44ee026e88b4c81a5ccc47eec4a2f4d
출처 데이터셋
uspto-grants-2000_09
특허 번호
US06117893

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