Water → methyl 4-(1-cyclopentyl-4-oxo-4,5-dihydro-1H-pyrazolo[4,3-c]pyridin-3-yl)thiophene-2-carboxylate

HRID 2205991ノート

反応式

HRID 2205991 の反応式
[CH:1]1([N:6]2[C:14]3[CH:13]=[CH:12][N:11]=[C:10]([O:15]C)[C:9]=3[C:8]([C:17]3[CH:18]=[C:19]([C:22]([O:24][CH3:25])=[O:23])[S:20][CH:21]=3)=[N:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[I-].[Na+].Cl[Si](C)(C)C.O>C(#N)C>[CH:1]1([N:6]2[C:14]3[CH:13]=[CH:12][NH:11][C:10](=[O:15])[C:9]=3[C:8]([C:17]3[CH:18]=[C:19]([C:22]([O:24][CH3:25])=[O:23])[S:20][CH:21]=3)=[N:7]2)[CH2:2][CH2:3][CH2:4][CH2:5]1

参加物

6

反応物 4

HCID 962WaterHCID 5238Sodium IodideHCID 6397ChlorotrimethylsilaneHCID 117987631methyl 4-(1-cyclopentyl-4-methoxy-1H-pyrazolo[4,3-c]pyridin-3-yl)thiophene-2-carboxylate

生成物 1

HCID 137010620methyl 4-(1-cyclopentyl-4-oxo-4,5-dihydro-1H-pyrazolo[4,3-c]pyridin-3-yl)thiophene-2-carboxylate収率 91.3%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
60 °C

実験手順

To a solution of methyl 4-(1-cyclopentyl-4-methoxy-1H-pyrazolo[4,3-c]pyridin-3-yl)thiophene-2-carboxylate (122 mg) in acetonitrile (20 mL) were added sodium iodide (102 mg) and chloro(trimethyl)silane (297 mg), and the mixture was stirred at 60° C. for 20 min. To the reaction mixture was added water, and the mixture was concentrated under reduced pressure to evaporate the acetonitrile. The precipitate in the remaining aqueous solution was collected by filtration to give the title compound (107 mg).

後処理

  1. concentrationthe mixture was concentrated under reduced pressure
  2. customto evaporate the acetonitrile
  3. filtrationThe precipitate in the remaining aqueous solution was collected by filtration

出典と根拠

ORDレコード
ord-d8da211fb8a54bc48674384a84b8775b
出典データセット
uspto-grants-2016_06
特許番号
US09371320B2

反応ノート

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