Lithium aluminum hydride → Imidazo[1,2-a]pyridine-7-methanol

HRID 1845134ノート

反応式

HRID 1845134 の反応式
[AlH4-].[Li+].[N:3]1[CH:4]=[CH:5][N:6]2[CH:11]=[CH:10][C:9]([C:12](OCC)=[O:13])=[CH:8][C:7]=12>C1COCC1>[N:3]1[CH:4]=[CH:5][N:6]2[CH:11]=[CH:10][C:9]([CH2:12][OH:13])=[CH:8][C:7]=12

参加物

4

反応物 2

HCID 28112Lithium aluminum hydrideHCID 11789985Ethyl imidazo(1,2-a)pyridine-7-carboxylate

生成物 1

HCID 11051824Imidazo[1,2-a]pyridine-7-methanol収率 97.7%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Lithium tetrahydroaluminate (0.50 g, 13.2 mmol) was slowly added in small portions to an ice-cooled solution of ethyl imidazo[1,2-a]pyridine-7-carboxylate (2.20 g, 11.6 mmol) in THF (150 mL). The mixture was slowly warmed to II and stirred at rt overnight. The solution was cooled to 0° C. and quenched carefully with 1N aq. HCl (10 mL). Solid K2CO3 and anhydrous Na2SO4 were added and the mixture was stirred at rt for 30 min. The mixture was filtered and the filter cake was washed with THF. The filtrate was concentrated to yield the crude product as a solid (1.68 g, 80% purity) which was used for the next step without further purification.

後処理

  1. temperatureThe solution was cooled to 0° C.
  2. customquenched carefully with 1N aq. HCl (10 mL)
  3. additionSolid K2CO3 and anhydrous Na2SO4 were added
  4. stirringthe mixture was stirred at rt for 30 min
  5. filtrationThe mixture was filtered
  6. washthe filter cake was washed with THF
  7. concentrationThe filtrate was concentrated

出典と根拠

ORDレコード
ord-3e54eff079af463ea0455afee69e2958
出典データセット
uspto-grants-2015_02
特許番号
US08946439B2

反応ノート

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