Tetrahydrofuran → 2-(3-Cyclopropoxy-4-difluoromethoxyphenyl)-3-(1-pentenyl)-1,5-bis(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one

HRID 2097448노트

반응식

HRID 2097448 반응식
CC(C)([O-])C.[K+].[CH:7]1([O:10][C:11]2[CH:12]=[C:13]([C:21]3[N:38]([CH2:39][O:40][CH2:41][CH2:42][Si:43]([CH3:46])([CH3:45])[CH3:44])[C:24]4[CH:25]=[N:26][N:27]([CH2:30][O:31][CH2:32][CH2:33][Si:34]([CH3:37])([CH3:36])[CH3:35])[C:28](=[O:29])[C:23]=4[C:22]=3[CH:47]=O)[CH:14]=[CH:15][C:16]=2[O:17][CH:18]([F:20])[F:19])[CH2:9][CH2:8]1.O1[CH2:53][CH2:52][CH2:51][CH2:50]1>[Br-].C([P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)CCC>[CH:7]1([O:10][C:11]2[CH:12]=[C:13]([C:21]3[N:38]([CH2:39][O:40][CH2:41][CH2:42][Si:43]([CH3:46])([CH3:45])[CH3:44])[C:24]4[CH:25]=[N:26][N:27]([CH2:30][O:31][CH2:32][CH2:33][Si:34]([CH3:36])([CH3:37])[CH3:35])[C:28](=[O:29])[C:23]=4[C:22]=3[CH:47]=[CH:50][CH2:51][CH2:52][CH3:53])[CH:14]=[CH:15][C:16]=2[O:17][CH:18]([F:19])[F:20])[CH2:9][CH2:8]1

참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 23665647Potassium tert-butoxideHCID 86627032HCID 86627032, 화합물

생성물 1

HCID 666026752-(3-Cyclopropoxy-4-difluoromethoxyphenyl)-3-(1-pentenyl)-1,5-bis(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one수율 53%

시약·촉매·용매 1

HCID 159628Butyltriphenylphosphonium bromide촉매

실험 절차

To 10 ml of tetrahydrofuran solution containing 1.20 g (3.00 mmol) of butyltriphenylphosphonium bromide was added 0.38 g (3.40 mmol) of potassium tert-butoxide under room temperature, and the mixture was stirred at the same temperature for 30 minutes. Then, to the mixture was added 0.62 g (1.00 mmol) of 2-(3-cyclopropoxy-4-difluoromethoxyphenyl)-3-formyl-1,5-bis(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one obtained in the same method as in Example 15-(a), and the mixture was stirred for further 4 hours. After completion of the reaction, the reaction suspension was filtered, and the filtrate was concentrated under reduced pressure. The residue was applied to silica gel column chromatography (Eluent; hexane:ethyl acetate=1:3 (V/V)), and the fractions containing the desired compound were concentrated under reduced pressure to obtain 0.35 g of the title compound as a slightly yellowish oil. (Yield: 53%).

후처리

  1. stirringthe mixture was stirred for further 4 hours
  2. customAfter completion of the reaction
  3. filtrationthe reaction suspension was filtered
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. additionthe fractions containing the desired compound
  6. concentrationwere concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-263b441d7f2d43969418a642044450f3
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08450319B2

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