Triethylamine → HCID 51210759, compound

HRID 456661Notes

Reaction equation

HRID 456661 reaction equation
[NH:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6](Cl)=[O:7].[F:9][C:10]1[CH:11]=[C:12]([CH:14]=[CH:15][CH:16]=1)[NH2:13].C(N(CC)CC)C>C(Cl)Cl>[F:9][C:10]1[CH:11]=[C:12]([NH:13][C:6]([C:2]2[NH:1][CH:5]=[CH:4][CH:3]=2)=[O:7])[CH:14]=[CH:15][CH:16]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 97423-FluoroanilineHCID 224558Pyrrole-2-carbonyl chloride

Product 1

HCID 51210759HCID 51210759, compoundYield 37%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1H-pyrrole-2-carbonyl chloride (1.3 g, 10 mmol) (from Example 30) in DCM (20 mL) was added 3-fluoroaniline (1.2 g, 10.7 mmol) and triethylamine (1.5 mL). The mixture was stirred at room temperature for overnight. The reaction was washed with NaOH, water, brine, dried and concentrated to give 750 mg (37%) of 1H-pyrrole-2-carboxylic acid (3-fluoro-phenyl)-amide.

Workup

  1. washThe reaction was washed with NaOH, water, brine
  2. customdried
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-12167022eb834a80acc42daa3aa0aab3
Source dataset
uspto-grants-2007_03
Patent number
US07186716B2

Reaction notes

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