Formamidine → HCID 178488440, compound

HRID 1925951Notes

Reaction equation

HRID 1925951 reaction equation
[NH2:1][C:2]1[CH:6]=[C:5]([C:7]2[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][CH:8]=2)[NH:4][C:3]=1[C:15]([O:17]CC)=O.[CH:20](N)=[NH:21]>O1CCCC1.C(O)C>[CH3:14][O:13][C:10]1[CH:9]=[CH:8][C:7]([C:5]2[NH:4][C:3]3[C:15]([OH:17])=[N:21][CH:20]=[N:1][C:2]=3[CH:6]=2)=[CH:12][CH:11]=1

Participants

5

Reactant 2

HCID 68047FormamidineHCID 10825232HCID 10825232, compound

Product 1

HCID 178488440HCID 178488440, compoundYield 11.5%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
90 °C

Procedure

Ethyl 3-amino-5-(4-methoxyphenyl)-1H-pyrrole-2-carboxylate (7.2 g) was dissolved in tetrahydrofuran (16 mL)/ethanol (32 mL), formamidine (3.46 g) was added, and the mixture was stirred at 90° C. for 16 hrs. After cooling to room temperature, tetrahydrofuran was evaporated under reduced pressure. The residue was diluted with ethanol (20 mL), and the precipitated powder was collected by filtration, washed with ethanol (15 mL) and dried under reduced pressure to give the title compound (769 mg).

Workup

  1. additionwas added
  2. temperatureAfter cooling to room temperature
  3. customtetrahydrofuran was evaporated under reduced pressure
  4. additionThe residue was diluted with ethanol (20 mL)
  5. filtrationthe precipitated powder was collected by filtration
  6. washwashed with ethanol (15 mL)
  7. customdried under reduced pressure

Sources & evidence

ORD record
ord-d468f2b86fb242b98d107f23159ae0e0
Source dataset
uspto-grants-2012_05
Patent number
US08178543B2

Reaction notes

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