HCID 46945198, compound → HCID 59547873, compound

HRID 1946320Notes

Reaction equation

HRID 1946320 reaction equation
[F:1][C:2]1[CH:30]=[CH:29][CH:28]=[C:27]([F:31])[C:3]=1[C:4]([NH:6][C:7]1[CH:11]=[CH:10][N:9]([CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[O:19]CC2C=CC=CC=2)[N:8]=1)=[O:5]>C(OCC)(=O)C.[Pd].CCOCC>[F:1][C:2]1[CH:30]=[CH:29][CH:28]=[C:27]([F:31])[C:3]=1[C:4]([NH:6][C:7]1[CH:11]=[CH:10][N:9]([CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[OH:19])[N:8]=1)=[O:5]

Participants

5

Reactant 1

HCID 46945198HCID 46945198, compound

Product 1

HCID 59547873HCID 59547873, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 3283Diethyl EtherSolventHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 2,6-difluoro-N-[1-({2-[(phenylmethyl)oxy]phenyl}methyl)-1H-pyrazol-3-yl]benzamide (for a preparation see Example 59)(2.34 g, 5.58 mmol) in ethyl acetate (20 ml) was stirred overnight with 10% palladium on carbon (wet) (0.594 g, 0.279 mmol) under an atmosphere of hydrogen. The reaction mixture was filtered and the filtrate evaporated in vacuo to give a colourless oil. The oil was dissolved in ether and the solution evaporated in vacuo to give the title compound as a white foam (1.82 g); LCMS: (System 3) MH+=330, tRET=0.92 min.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customthe filtrate evaporated in vacuo
  3. customto give a colourless oil
  4. customthe solution evaporated in vacuo

Sources & evidence

ORD record
ord-78ab2b7fc5324a0c916140c08de91c9d
Source dataset
uspto-grants-2013_03
Patent number
US08399436B2

Reaction notes

Loading…