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

HRID 562846노트

반응식

HRID 562846 반응식
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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 702Ethanol용매HCID 14797Potassium Hydroxide용매

반응 조건

온도
90 °C

실험 절차

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)

후처리

  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

출처 및 근거

ORD 기록
ord-c01547fc4f53452b99a6c617a41cfccc
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08067434B2

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