Acetyl chloride → HCID 25002213, compound

HRID 1011575Notes

Reaction equation

HRID 1011575 reaction equation
C(N(CC)CC)C.[C:8](Cl)(=[O:10])[CH3:9].[NH2:12][C:13]([NH:15][C:16]1[NH:17][C:18]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[OH:30])=[CH:19][C:20]=1[C:21]([NH2:23])=[O:22])=[O:14]>CN(C)C=O>[NH2:12][C:13]([NH:15][C:16]1[NH:17][C:18]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[O:30][C:8](=[O:10])[CH3:9])=[CH:19][C:20]=1[C:21]([NH2:23])=[O:22])=[O:14]

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 59285839HCID 59285839, compound

Product 1

HCID 25002213HCID 25002213, compoundYield 35%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Triethylamine (80 μL, 0.57 mmol) and acetyl chloride (33 μL, 0.46 mmol) were added to a solution of 2-aminocarbonylamino-5-(2-hydroxyphenyl)pyrrole-3-carboxamide (Compound No. 3-1, 100 mg, 0.39 mmol) in anhydrous N,N-dimethylformamide (2 mL), and the mixture was stirred overnight at room temperature. After the reaction solution was concentrated in vacuo, the residue was purified by silica gel column chromatography to give the target compound (41 mg) as a green-brown solid (Yield 35%).

Workup

  1. concentrationAfter the reaction solution was concentrated in vacuo
  2. customthe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-841dfc860ecd4db5804757d0f683f8d6
Source dataset
uspto-grants-2011_07
Patent number
US07977371B2

Reaction notes

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