Sodium Hydroxide → HCID 73056929, compound

HRID 1056602Notes

Reaction equation

HRID 1056602 reaction equation
[P:1]([OH:40])([OH:39])([O:3][CH:4]([N:6]1[C:10]2=[N:11][CH:12]=[C:13]([C:15]3[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=3)[CH:14]=[C:9]2[C:8]([C:22](=[O:38])[C:23]2[C:28]([F:29])=[CH:27][CH:26]=[C:25]([NH:30][S:31]([CH2:34][CH2:35][CH3:36])(=[O:33])=[O:32])[C:24]=2[F:37])=[CH:7]1)[CH3:5])=[O:2].[OH-].[Na+:42]>CC(=O)OCC.C1COCC1.O>[P:1]([O-:39])([O-:40])([O:3][CH:4]([N:6]1[C:10]2=[N:11][CH:12]=[C:13]([C:15]3[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=3)[CH:14]=[C:9]2[C:8]([C:22](=[O:38])[C:23]2[C:28]([F:29])=[CH:27][CH:26]=[C:25]([NH:30][S:31]([CH2:34][CH2:35][CH3:36])(=[O:33])=[O:32])[C:24]=2[F:37])=[CH:7]1)[CH3:5])=[O:2].[Na+:42].[Na+:42]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 73056930HCID 73056930, compound

Product 1

HCID 73056929HCID 73056929, compoundYield 93.5%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 21939870Tetrahydrofuran ethyl acetateSolvent

Procedure

To the solution of 1-(5-(4-chlorophenyl)-3-(2,6-difluoro-3-(propylsulfonamido)benzoyl)-1H-pyrrolo[2,3-b]pyridin-1-yl)ethyl dihydrogen phosphate (4 g, 6.5 mmol) in EA/THF (30 mL, 2/1) was added NaOH (0.57 g, 14.3 mmol) in H2O (1 mL) at rt. Then the mixture was stirred at room temperature over night. The mixture was filtered and dried under vacuum at 45° C. for 10 h to give the title compound as a white solid (4.0 g, 93%). The title compound was characterized by LC-MS and 1H NMR as shown below:

Workup

  1. filtrationThe mixture was filtered
  2. customdried under vacuum at 45° C. for 10 h

Sources & evidence

ORD record
ord-b3cb54602cdc4c31a5e3f5d7cae9cc48
Source dataset
uspto-grants-2016_07
Patent number
US09399639B2

Reaction notes

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