HCID 58504220, compound → HCID 58503947, compound

HRID 2407742Notes

Reaction equation

HRID 2407742 reaction equation
[NH2:1][C:2]1[N:10]=[C:9]([C:11]#[N:12])[C:8]([N+:13]([O-])=O)=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]>C(OCC)(=O)C.C(O)C.[Pd]>[NH2:1][C:2]1[N:10]=[C:9]([C:11]#[N:12])[C:8]([NH2:13])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

Participants

5

Reactant 1

HCID 58504220HCID 58504220, compound

Product 1

HCID 58503947HCID 58503947, compoundYield 44.1%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of the compound prepared in Example 239 (0.063 g) and 10% Pd on charcoal (0.0161 g) in ethyl acetate (2 mL) and ethanol (0.5 mL) was placed under hydrogen for 15 hours. The reaction mixture was filtered and concentrated to obtain the title compound (0.0238 g) having the following physical data. 1H NMR (d6-DMSO): δ 9.4-8.2 (br m, 3H), 7.78 (s, 1H), 5.40 (br s, 2H).

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-e3794c2827014e70927517bd341e3a9e
Source dataset
uspto-grants-2014_08
Patent number
US08809538B2

Reaction notes

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