Water → HCID 59285919, compound

HRID 1011584Notes

Reaction equation

HRID 1011584 reaction equation
I(C1C=CC=CC=1C(O)=O)(=O)=O.[NH2:13][C:14]([NH:16][C:17]1[NH:18][C:19]([C:25]2[CH:30]=[CH:29][C:28]([CH2:31][OH:32])=[CH:27][CH:26]=2)=[CH:20][C:21]=1[C:22]([NH2:24])=[O:23])=[O:15].O>CS(C)=O>[NH2:13][C:14]([NH:16][C:17]1[NH:18][C:19]([C:25]2[CH:30]=[CH:29][C:28]([CH:31]=[O:32])=[CH:27][CH:26]=2)=[CH:20][C:21]=1[C:22]([NH2:24])=[O:23])=[O:15]

Participants

5

Reactant 3

HCID 962WaterHCID 1087942-Iodoxybenzoic acidHCID 59285862HCID 59285862, compound

Product 1

HCID 59285919HCID 59285919, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

2-Iodoxybenzoic acid (150 mg, 0.53 mmol) was added to a solution of 2-aminocarbonylamino-5-(4-hydroxymethylphenyl)pyrrole-3-carboxamide (Compound No. 13-1, 130 mg, 0.47 mmol) in dimethyl sulfoxide (5 mL) and the mixture was stirred at room temperature for 1 hour. Water (15 mL) was added to the reaction solution, the precipitated solid was filtered off. The obtained solid was washed with 0.25N aqueous sodium hydroxide (2 mL) and water (2 mL), dried under reduced pressure to give the target compound (86 mg) as a yellow solid (Yield 67%).

Workup

  1. filtrationthe precipitated solid was filtered off
  2. washThe obtained solid was washed with 0.25N aqueous sodium hydroxide (2 mL) and water (2 mL)
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-80b3125b41024aaba1d8ac39f6845e16
Source dataset
uspto-grants-2011_07
Patent number
US07977371B2

Reaction notes

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