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

HRID 2097448ノート

反応式

HRID 2097448 の反応式
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

参加物

5

反応物 3

HCID 8028TetrahydrofuranHCID 23665647Potassium tert-butoxideHCID 86627032HCID 86627032、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 159628Butyltriphenylphosphonium bromide触媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-263b441d7f2d43969418a642044450f3
出典データセット
uspto-grants-2013_05
特許番号
US08450319B2

反応ノート

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