HCID 68696711, compound → HCID 16050913, compound

HRID 2235176Notes

Reaction equation

HRID 2235176 reaction equation
C([O:5][C:6](=[O:37])[C:7]1[CH:12]=[CH:11][C:10]([NH:13][C:14]([C:16]2[CH:24]=[C:23]3[C:19]([CH:20]=[CH:21][N:22]3[S:25]([C:28]3[CH:33]=[C:32]([CH3:34])[CH:31]=[CH:30][C:29]=3[O:35][CH3:36])(=[O:27])=[O:26])=[CH:18][CH:17]=2)=[O:15])=[CH:9][CH:8]=1)(C)(C)C>Cl>[CH3:36][O:35][C:29]1[CH:30]=[CH:31][C:32]([CH3:34])=[CH:33][C:28]=1[S:25]([N:22]1[C:23]2[C:19](=[CH:18][CH:17]=[C:16]([C:14]([NH:13][C:10]3[CH:9]=[CH:8][C:7]([C:6]([OH:37])=[O:5])=[CH:12][CH:11]=3)=[O:15])[CH:24]=2)[CH:20]=[CH:21]1)(=[O:26])=[O:27]

Participants

3

Reactant 1

HCID 68696711HCID 68696711, compound

Product 1

HCID 16050913HCID 16050913, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A suspension of 4-{[1-(2-methoxy-5-methyl-benzenesulfonyl)-1H-indole-6-carbonyl]-amino}-benzoic acid tert-butyl ester (305 mg, 0.585 mmol) in hydrogen chloride solution (4 M in 1,4-dioxane, 5 mL) was stirred at room temperature for 16 h, then the precipitate was collected by filtration and washed with ethyl acetate, to afford 4-{[1-(2-methoxy-5-methyl-benzenesulfonyl)-1H-indole-6-carbonyl]-amino}-benzoic acid (211 mg, 78%). Pink solid, MS (ISP): m/e 463.1 (M−H).

Workup

  1. filtrationthe precipitate was collected by filtration
  2. washwashed with ethyl acetate

Sources & evidence

ORD record
ord-e6e6154942a04e98bc7bf2c26ab2bd2c
Source dataset
uspto-grants-2010_05
Patent number
US07713996B2

Reaction notes

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