Water → HCID 59305034, compound

HRID 2240253Notes

Reaction equation

HRID 2240253 reaction equation
[OH-].[Na+].[F:3][C:4]1[C:12]2[C:11]([NH:13][C:14]3[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[CH:16][C:15]=3[F:23])=[CH:10][CH:9]=[N:8][C:7]=2[N:6](S(C2C=CC(C)=CC=2)(=O)=O)[CH:5]=1.O.C(OCC)(=O)C>C(O)C>[F:3][C:4]1[C:12]2[C:11]([NH:13][C:14]3[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[CH:16][C:15]=3[F:23])=[CH:10][CH:9]=[N:8][C:7]=2[NH:6][CH:5]=1

Participants

6

Reactant 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 59304991HCID 59304991, compound

Product 1

HCID 59305034HCID 59305034, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.4 ml of a 20% strength aqueous sodium hydroxide solution is added to a solution of 80 mg (0.18 mmol) of 3-fluoro-N-(2-fluoro-4-nitrophenyl)-1-[(4-methylphenyl)-sulfonyl]-1H-pyrrolo[2,3-b]pyridine-4-amine in 5 ml of ethanol, and the mixture is stirred overnight. The reaction solution is then poured into a mixture of water and ethyl acetate, and the aqueous phase is extracted two more times with ethyl acetate. Purification by preparative HPLC gives the target compound.

Workup

  1. extractionthe aqueous phase is extracted two more times with ethyl acetate
  2. customPurification by preparative HPLC
  3. customgives the target compound

Sources & evidence

ORD record
ord-74da6de7d8484f7ab9e285fae406a443
Source dataset
uspto-grants-2010_05
Patent number
US07723347B2

Reaction notes

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