Hydrochloric Acid → 1-(1,1,1-Trifluoro-2-methylpropan-2-yl)-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid

HRID 624659노트

반응식

HRID 624659 반응식
[OH-:1].[K+].[F:3][C:4]([F:20])([F:19])[C:5]([N:8]1[C:12]2=[N:13][CH:14]=[CH:15][CH:16]=[C:11]2[C:10]([C:17]#N)=[CH:9]1)([CH3:7])[CH3:6].Cl.C1COCC1.C[OH:28].O>>[F:3][C:4]([F:20])([F:19])[C:5]([N:8]1[C:12]2=[N:13][CH:14]=[CH:15][CH:16]=[C:11]2[C:10]([C:17]([OH:28])=[O:1])=[CH:9]1)([CH3:7])[CH3:6]

참가 물질

5

반응물 4

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 21892291Methanol tetrahydrofuran waterHCID 900331721-(1,1,1-Trifluoro-2-methylpropan-2-yl)-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile

생성물 1

HCID 900315221-(1,1,1-Trifluoro-2-methylpropan-2-yl)-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid

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온도
100 °C

실험 절차

KOH (174 mg, 3.11 mmol) was added to a solution of 1-(1,1,1-trifluoro-2-methylpropan-2-yl)-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile (78.7 mg, 0.311 mmol) in 1:1:1 THF/MeOH/water (621 μl) at RT. After being stirred at 100° C. for 4 h, the reaction mixture was acidified (pH=2-3) by conc. HCl and the resulting suspension was extracted with EtOAc. The combined organic layers were concentrated to afford the title compound as a brown foam, which was used without further purification.

후처리

  1. extractionthe resulting suspension was extracted with EtOAc
  2. concentrationThe combined organic layers were concentrated

출처 및 근거

ORD 기록
ord-91e0cb486b604a54824766f39024a778
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09303045B2

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