Diethyl Ether → 1H-Pyrrolo[3,2-b]pyridine-2-carboxylic acid, methyl ester

HRID 749502ノート

反応式

HRID 749502 の反応式
[NH:1]1[C:9]2[C:4](=[N:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[C:2]1[C:10]([O:12][CH2:13]C)=[O:11].C([O-])([O-])=O.[K+].[K+].CCOCC>CO.O>[NH:1]1[C:9]2[C:4](=[N:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[C:2]1[C:10]([O:12][CH3:13])=[O:11]

参加物

6

反応物 3

HCID 3283Diethyl EtherHCID 11430Potassium CarbonateHCID 11579250ethyl 1H-pyrrolo(3,2-b)pyridine-2-carboxylate

生成物 1

HCID 222817761H-Pyrrolo[3,2-b]pyridine-2-carboxylic acid, methyl ester収率 90%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

反応条件

温度
55 °C

実験手順

Add to ethyl 4-azaindole-2-carboxylate 4a (42.3 mmol) in MeOH (50 mL), K2CO3 (1.20 equiv, 50.7 mmol) and stir the suspension with heating to 55° C. for 1 h. Monitor the reaction by tlc (Et2O/hept). When complete, concentrate the reaction in vacuo, dilute with H2O and stir for 15 min. Collect the solid by filtration and dry in a vacuum oven at 65° C. for 3 h to afford about 90% to about 100% of the desired methyl 4-azaindole-2-carboxylate 5a.

後処理

  1. concentrationWhen complete, concentrate
  2. customthe reaction in vacuo
  3. stirringstir for 15 min
  4. customCollect the solid
  5. filtrationby filtration
  6. customdry in a vacuum oven at 65° C. for 3 h

出典と根拠

ORDレコード
ord-00505ee673db4b5e90927ca426967c86
出典データセット
uspto-grants-2008_07
特許番号
US07402672B2

反応ノート

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