HCID 86725381, compound → HCID 86725382, compound

HRID 1503827Notes

Reaction equation

HRID 1503827 reaction equation
C([N:8](CC1C=CC=CC=1)[C:9]1[C:14]([F:15])=[CH:13][C:12]([N:16]2[CH2:21][CH2:20][N:19]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[CH2:18][CH2:17]2)=[CH:11][C:10]=1[F:29])C1C=CC=CC=1>[Pd].CO>[NH2:8][C:9]1[C:10]([F:29])=[CH:11][C:12]([N:16]2[CH2:17][CH2:18][N:19]([C:22]([O:24][C:25]([CH3:27])([CH3:26])[CH3:28])=[O:23])[CH2:20][CH2:21]2)=[CH:13][C:14]=1[F:15]

Participants

4

Reactant 1

HCID 86725381HCID 86725381, compound

Product 1

HCID 86725382HCID 86725382, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of the product of Example 16C (560 mg, 1.1 mmol) and 10% palladium on carbon in methanol (30 mL) was stirred at ambient temperature under hydrogen until TLC indicated no starting material remained. The mixture was filtered through diatomaceous earth and the filtrate was concentrated. The residue was purified by flash chromatography on silica gel (200-300 mesh) eluting with 4/1 petroleum ether/ethyl acetate to give the title compound. MS: 314 (M+H+),

Workup

  1. filtrationThe mixture was filtered through diatomaceous earth
  2. concentrationthe filtrate was concentrated
  3. customThe residue was purified by flash chromatography on silica gel (200-300 mesh)
  4. washeluting with 4/1 petroleum ether/ethyl acetate

Sources & evidence

ORD record
ord-177a2402390d426f866f290890e97690
Source dataset
uspto-grants-2015_12
Patent number
US09212192B2

Reaction notes

Loading…