HCID 57722874, compound → HCID 67411706, compound

HRID 222293Notes

Reaction equation

HRID 222293 reaction equation
[CH3:1][N:2]([CH3:27])[S:3]([NH:6][C:7]1[CH:8]=[CH:9][C:10]2[CH:24]=[CH:23][C:14]3=[N:15][CH:16]=[C:17]([C:19]([O:21]C)=[O:20])[CH:18]=[C:13]3[C:12](=[O:25])[C:11]=2[CH:26]=1)(=[O:5])=[O:4]>C1COCC1.[OH-].[Na+]>[CH3:1][N:2]([CH3:27])[S:3]([NH:6][C:7]1[CH:8]=[CH:9][C:10]2[CH:24]=[CH:23][C:14]3=[N:15][CH:16]=[C:17]([C:19]([OH:21])=[O:20])[CH:18]=[C:13]3[C:12](=[O:25])[C:11]=2[CH:26]=1)(=[O:4])=[O:5]

Participants

4

Reactant 1

HCID 57722874HCID 57722874, compound

Product 1

HCID 67411706HCID 67411706, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 14798Sodium HydroxideSolvent

Procedure

methyl 7-{[(dimethylamino)sulfonyl]amino}-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridine-3-carboxylate (17 mg, 0.044 mmol) was dissolved in 1 mL of THF and 1 mL of 1 M aqueous sodium hydroxide. After 2 h the mixture was quenched by the addition of 1.1 mL of 1M HCl and the organics were removed in vacuo. The material was freeze dried to afford 7-{[(dimethylamino)sulfonyl]amino}-5-oxo-5H-benzo[4,5]cyclohepta[1,2-b]pyridine-3-carboxylic acid.

Workup

  1. customAfter 2 h the mixture was quenched by the addition of 1.1 mL of 1M HCl
  2. customthe organics were removed in vacuo
  3. customdried

Sources & evidence

ORD record
ord-585024f7c38b47e2b25e742fff8166da
Source dataset
uspto-grants-2012_06
Patent number
US08207186B2

Reaction notes

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