Water → HCID 59305016, compound

HRID 2240243Notes

Reaction equation

HRID 2240243 reaction equation
[OH-].[Na+].[CH2:3]([N:10]([CH2:40][C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1)[C:11]1[CH:16]=[C:15]([F:17])[C:14]([NH:18][C:19]2[CH:24]=[CH:23][N:22]=[C:21]3[N:25](S(C4C=CC(C)=CC=4)(=O)=O)[CH:26]=[C:27]([CH3:28])[C:20]=23)=[C:13]([F:39])[CH:12]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.O.C(OCC)(=O)C>C(O)C>[CH2:40]([N:10]([CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[C:11]1[CH:16]=[C:15]([F:17])[C:14]([NH:18][C:19]2[CH:24]=[CH:23][N:22]=[C:21]3[NH:25][CH:26]=[C:27]([CH3:28])[C:20]=23)=[C:13]([F:39])[CH:12]=1)[C:41]1[CH:42]=[CH:43][CH:44]=[CH:45][CH:46]=1

Participants

6

Reactant 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 11556259HCID 11556259, compound

Product 1

HCID 59305016HCID 59305016, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5 ml of a 20% strength aqueous sodium hydroxide solution are added to a solution of 390 mg (0.66 mmol) of N4,N4-dibenzyl-2,6-difluoro-N1-{3-methyl-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}benzene-1,4-diamine in 15 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 affords the target compound.

Workup

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

Sources & evidence

ORD record
ord-84725973a0b84780b1c5dd8a85aa5174
Source dataset
uspto-grants-2010_05
Patent number
US07723347B2

Reaction notes

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