Sodium Hydroxide → 4-Chloro-1-methyl-1H-pyrrolo[3,2-c]pyridine-7-carboxylic acid

HRID 733723ノート

反応式

HRID 733723 の反応式
C[O:2][C:3]([C:5]1[C:6]2[N:14]([CH3:15])[CH:13]=[CH:12][C:7]=2[C:8]([Cl:11])=[N:9][CH:10]=1)=[O:4].[OH-].[Na+]>CO>[Cl:11][C:8]1[C:7]2[CH:12]=[CH:13][N:14]([CH3:15])[C:6]=2[C:5]([C:3]([OH:4])=[O:2])=[CH:10][N:9]=1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 44475508Methyl 4-chloro-1-methyl-1H-pyrrolo(3,2-c)pyridine-7-carboxylate

生成物 1

HCID 578409034-Chloro-1-methyl-1H-pyrrolo[3,2-c]pyridine-7-carboxylic acid収率 98.1%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 4-chloro-1-methyl-1H-pyrrolo[3,2-c]pyridine-7-carboxylic acid methyl ester (0.5 g), in methanol (20 ml) was added aqueous 2M sodium hydroxide solution (2 ml) and the mixture was heated to reflux for 4 hours. The methanol was evaporated and the residue was dissolved in water (50 ml) and acidified to pH 1 using aqueous 2M hydrochloric acid. Solid sodium chloride was added to saturated the aqueous phase, the solution was extracted with tetrahydrofuran (2×50 ml). The tetrahydrofuran layers were combined and evaporated to afford the title compound (460 mg).

後処理

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 4 hours
  3. customThe methanol was evaporated
  4. dissolutionthe residue was dissolved in water (50 ml)
  5. additionSolid sodium chloride was added to saturated the aqueous phase
  6. extractionthe solution was extracted with tetrahydrofuran (2×50 ml)
  7. customevaporated

出典と根拠

ORDレコード
ord-fe0c20e70d014f5980cabd7cc0e0d41e
出典データセット
uspto-grants-2009_09
特許番号
US07589206B2

反応ノート

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