Sodium Hydroxide → Imidazo[1,2-a]pyridine-7-methanol

HRID 408570

反応式

HRID 408570 の反応式
C[O:2][C:3]([C:5]1[CH:10]=[CH:9][N:8]2[CH:11]=[CH:12][N:13]=[C:7]2[CH:6]=1)=O.[H-].[H-].[H-].[H-].[Li+].[Al+3].[OH-].[Na+]>C1COCC1>[N:13]1[CH:12]=[CH:11][N:8]2[CH:9]=[CH:10][C:5]([CH2:3][OH:2])=[CH:6][C:7]=12

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 15096964Methyl imidazo(1,2-a)pyridine-7-carboxylateHCID 21226445Aluminium lithium hydride

生成物 1

HCID 11051824Imidazo[1,2-a]pyridine-7-methanol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

To a −78° C. cooled solution of imidazo[1,2-a]pyridine-7-carboxylic acid methyl ester (1 eq.) in dry THF was slowly added a solution of LiAlH4 in THF (1M in THF, 2 eq.). The reaction mixture was warmed to 0° C. and stirred for 30 min. The reaction mixture was then poured onto a cooled aqueous solution of NaOH 2N, stirred for 5 min and filtered through a pad of celite. The filtrate was partitioned between water and EtOAc, the organic layer was washed with brine, dried over MgSO4, filtered and concentrated under reduced pressure to afford imidazo[1,2-a]pyridin-7-yl-methanol which was used as such without further purification.

後処理

  1. stirringstirred for 5 min
  2. filtrationfiltered through a pad of celite
  3. customThe filtrate was partitioned between water and EtOAc
  4. washthe organic layer was washed with brine
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-fcf8591d91854d84b39396c492629ec7
出典データセット
uspto-grants-2014_06
特許番号
US08759334B2

関連ノート

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