Hydrochloric Acid → 1H-Pyrrolo[2,3-b]pyridine-5-carboxylic acid

HRID 562846ノート

反応式

HRID 562846 の反応式
C(C1[CH:4]=[C:5]2[C:9](=[N:10][CH:11]=1)[NH:8][CH:7]=[CH:6]2)#N.Cl.[C:13]([O:16]CC)(=[O:15])[CH3:14]>C(O)C.[OH-].[K+]>[NH:8]1[C:9]2[C:5](=[CH:4][C:14]([C:13]([OH:16])=[O:15])=[CH:11][N:10]=2)[CH:6]=[CH:7]1

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 117883551H-Pyrrolo(2,3-b)pyridine-5-carbonitrile

生成物 1

HCID 219070181H-Pyrrolo[2,3-b]pyridine-5-carboxylic acid

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 14797Potassium Hydroxide溶媒

反応条件

温度
90 °C

実験手順

To a solution of 5-cyano-7-azaindole XXX (50 mg, 0.35 mmol) in ethanol (10 ml), 10% aqueous potassium hydroxide (15 ml) was added. The reaction was heated at 90° C. for two days after which the reaction was allowed to cool to room temperature. The pH was adjusted to 6 with 10% HCl and diluted with ethyl acetate (100 ml). The layers were separated and the aqueous layer was extracted with ethyl acetate (4×, 75 ml). The organic layers were combined and washed once with brine (100 ml) before drying over sodium sulfate. The organic layer was evaporated under reduced pressure to yield the titled product as an off-white solid. (52 mg, M−1, 161.2)

後処理

  1. temperatureto cool to room temperature
  2. customThe layers were separated
  3. extractionthe aqueous layer was extracted with ethyl acetate (4×, 75 ml)
  4. washwashed once with brine (100 ml)
  5. dry with materialbefore drying over sodium sulfate
  6. customThe organic layer was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-c01547fc4f53452b99a6c617a41cfccc
出典データセット
uspto-grants-2011_11
特許番号
US08067434B2

反応ノート

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