HCID 14856061, compound → HCID 14856078, compound

HRID 1032849Notes

Reaction equation

HRID 1032849 reaction equation
[Br:1][C:2]1[C:3]([C:24]([OH:26])=[O:25])=[N:4][CH:5]=[C:6]([O:16]CC2C=CC=CC=2)[C:7]=1[O:8]CC1C=CC=CC=1>C1(SC)C=CC=CC=1.C(O)(C(F)(F)F)=O>[Br:1][C:2]1[C:7](=[O:8])[C:6]([OH:16])=[CH:5][NH:4][C:3]=1[C:24]([OH:26])=[O:25]

Participants

4

Reactant 1

HCID 14856061HCID 14856061, compound

Product 1

HCID 14856078HCID 14856078, compound

Reagents, catalysts & solvents 2

HCID 6422Trifluoroacetic acidSolventHCID 7520ThioanisoleSolvent

Procedure

3.24 g of the title compound of Example 8 were stirred in a mixture of 20 ml thioanisole and 30 ml TFA at room temperature for 16 hours. The solvents were distilled off in vacuo and the residue stirred with 50 ml ice water at pH 5.5 (NaHCO3 were added). Solid title compound, beige crystals, were isolated by filtration after washing with water and drying over P2O5 ; yield: 2.2 g title compound. Title compound was also obtained by hydrogenation of the title compound of Example 8 in DMF, Pd/C (10%) as catalyst.

Workup

  1. distillationThe solvents were distilled off in vacuo

Sources & evidence

ORD record
ord-7ea1ac767d984ebda349ae8f4dca775d
Source dataset
uspto-grants-1990_09
Patent number
US04959470

Reaction notes

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