Ethyl Acetate → HCID 11740793、化合物

HRID 2355002ノート

反応式

HRID 2355002 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].C[O:8][C:9](=O)[C:10]1[CH:15]=[CH:14][C:13]([O:16][C:17]2[CH:22]=[C:21]([C:23](=[O:30])[NH:24][C:25]3[S:26][CH:27]=[CH:28][N:29]=3)[CH:20]=[C:19]([O:31][CH:32]([CH3:34])[CH3:33])[CH:18]=2)=[N:12][CH:11]=1.C(=O)([O-])O.[Na+].C(OCC)(=O)C>O1CCCC1>[OH:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][C:17]2[CH:22]=[C:21]([CH:20]=[C:19]([O:31][CH:32]([CH3:34])[CH3:33])[CH:18]=2)[C:23]([NH:24][C:25]2[S:26][CH:27]=[CH:28][N:29]=2)=[O:30])=[N:12][CH:11]=1

参加物

6

反応物 4

HCID 8857Ethyl AcetateHCID 516892Sodium BicarbonateHCID 10431879HCID 10431879、化合物HCID 21226445Aluminium lithium hydride

生成物 1

HCID 11740793HCID 11740793、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

After adding 6.0 mg (0.16 mmol) of lithium aluminum hydride to a solution of 60.0 mg (0.15 mmol) of the 6-[3-isopropoxy-5-(thiazol-2-ylcarbamoyl)-phenoxy]-nicotinic acid methyl ester obtained in Production Example 65 in tetrahydrofuran (5.0 ml) while cooling on ice, the mixture was stirred at 0° C. for 1 hour. Saturated aqueous sodium hydrogencarbonate was added to the reaction mixture, extraction was performed with ethyl acetate, and the organic layer was dried and then concentrated under reduced pressure. The obtained residue was purified by silica gel chromatography (chloroform:methanol=30:1) to obtain the title compound as a white solid. The analysis data for the compound obtained in Production Example 66 are shown below.

後処理

  1. temperaturewhile cooling on ice
  2. customthe organic layer was dried
  3. concentrationconcentrated under reduced pressure
  4. customThe obtained residue was purified by silica gel chromatography (chloroform:methanol=30:1)

出典と根拠

ORDレコード
ord-82a3651765ba4cd6a5ef4e5f26eec42d
出典データセット
uspto-grants-2010_07
特許番号
US07754743B2

反応ノート

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