Pyridine → HCID 178522907, compound

HRID 2289964Notes

Reaction equation

HRID 2289964 reaction equation
[Cl:1][C:2]1[CH:28]=[CH:27][C:5]([CH2:6][NH:7][C:8]([C:10]2[CH:11]=[N:12][C:13]3[C:18]([C:19]=2[OH:20])=[CH:17][C:16]([C:21]#[C:22][CH2:23][CH2:24][OH:25])=[CH:15][C:14]=3[F:26])=[O:9])=[CH:4][CH:3]=1.N1C=CC=CC=1>CCOC(C)=O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][NH:7][C:8]([C:10]2[CH:11]=[N:12][C:13]3[C:18]([C:19]=2[OH:20])=[CH:17][C:16]([CH2:21][CH2:22][CH2:23][CH2:24][OH:25])=[CH:15][C:14]=3[F:26])=[O:9])=[CH:27][CH:28]=1

Participants

4

Reactant 2

HCID 1049PyridineHCID 178522906HCID 178522906, compound

Product 1

HCID 178522907HCID 178522907, compoundYield 44.9%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A solution of the title compound of Example 94 (0.180 g), Pd/Ba2SO4 (10%, 75.3 mg), and pyridine (5 mL) in EtOAc (25 mL) is maintained under an atmosphere of H2 (balloon) for 3 hrs, then filtered over celite. The crude product is recrystallized from EtOAc/hexanes to afford 81.6 mg of the desired product as an off-white solid.

Workup

  1. filtrationfiltered over celite
  2. customThe crude product is recrystallized from EtOAc/hexanes

Sources & evidence

ORD record
ord-f9e4e2d4339e4a4f804cd2b9dc596bea
Source dataset
uspto-grants-2000_07
Patent number
US06093732

Reaction notes

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