Tetrahydrofuran → Methyl 5-aminobenzofuran-2-carboxylate

HRID 1394829Notes

Reaction equation

HRID 1394829 reaction equation
O=C(NCCC)C(N[C:11]([C:13]1[O:14][C:15]2[CH:21]=[CH:20][C:19]([NH:22]C(C3C(C4C=CC(C(F)(F)F)=CC=4)=CC=CC=3)=O)=[CH:18][C:16]=2[CH:17]=1)=[O:12])C1C=CC=CC=1.[H][H].C1C[O:50][CH2:49]C1>[Pd]>[CH3:49][O:50][C:11]([C:13]1[O:14][C:15]2[CH:21]=[CH:20][C:19]([NH2:22])=[CH:18][C:16]=2[CH:17]=1)=[O:12]

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 22262715HCID 22262715, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 10845388Methyl 5-aminobenzofuran-2-carboxylate

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

The product from step (a) (6.9 g) was dissolved in THF (200 mL), followed by the addition of 10% Pd/C (1 g), and the resulting reaction mixture was hydrogenated under 50 psi of hydrogen for 2 hours. The catalyst was removed by filtration through celite, and the solvent was removed in vacuo to provide 5.9 g of the title compound.

Workup

  1. customthe resulting reaction mixture
  2. customThe catalyst was removed by filtration through celite
  3. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-bf15204ebb254783bea4d55f09c68f9c
Source dataset
uspto-grants-2008_03
Patent number
US07348355B2

Reaction notes

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