HCID 90418928, compound → HCID 90419031, compound

HRID 2202396Notes

Reaction equation

HRID 2202396 reaction equation
[NH2:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[C:5]([S:13]([NH:16][C:17]3[CH:25]=[CH:24][C:20]([C:21]([OH:23])=[O:22])=[CH:19][CH:18]=3)(=[O:15])=[O:14])[CH:6]=[C:7](Cl)[CH:8]=2)[N:3]=1>CO.[Pd]>[NH2:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[C:5]([S:13]([NH:16][C:17]3[CH:25]=[CH:24][C:20]([C:21]([OH:23])=[O:22])=[CH:19][CH:18]=3)(=[O:15])=[O:14])[CH:6]=[CH:7][CH:8]=2)[N:3]=1

Participants

4

Reactant 1

HCID 90418928HCID 90418928, compound

Product 1

HCID 90419031HCID 90419031, compoundYield 66.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 4-(2-amino-6-chloroquinoline-8-sulfonamido)benzoic acid (150 mg, 0.44 mmol), 10% Pd/C (20 mg) in methanol (5 mL) was stirred under H2 atmosphere overnight when LCMS indicated that the reaction was complete. The resulting mixture was filtered, and the filtrate was concentrated to yield 100 mg of title compound, which was used in the next step without further purification. LCMS (m/z): 344.6 (M+1)+

Workup

  1. filtrationThe resulting mixture was filtered
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-5099296f2ae44ba4921d3fb2859f3d7d
Source dataset
uspto-grants-2016_06
Patent number
US09365545B2

Reaction notes

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