HCID 178418361, compound → HCID 178506312, compound

HRID 425428Notes

Reaction equation

HRID 425428 reaction equation
[F:1][C:2]([F:30])([F:29])/[C:3](/[C:18]1[CH:23]=[CH:22][C:21]([N:24]2[CH:28]=[CH:27][CH:26]=[N:25]2)=[CH:20][CH:19]=1)=[CH:4]\[C:5]1[NH:6][CH:7]=[C:8]([CH2:10][C:11]2([C:14]([F:17])([F:16])[F:15])[CH2:13][CH2:12]2)[N:9]=1.[H][H]>[Pd].C(O)C>[F:30][C:2]([F:1])([F:29])[CH:3]([C:18]1[CH:19]=[CH:20][C:21]([N:24]2[CH:28]=[CH:27][CH:26]=[N:25]2)=[CH:22][CH:23]=1)[CH2:4][C:5]1[NH:6][CH:7]=[C:8]([CH2:10][C:11]2([C:14]([F:15])([F:16])[F:17])[CH2:12][CH2:13]2)[N:9]=1

Participants

5

Reactant 2

HCID 178418361HCID 178418361, compoundHCID 178506310HCID 178506310, compound

Product 1

HCID 178506312HCID 178506312, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Conditions

Temperature
-78 °C

Procedure

In a 25-mL round-bottom flask, a mixture of 1-{4-[(Z)-1-(trifluoromethyl)-2-(4-{[1-(trifluoromethyl)cyclopropyl]methyl}-1H-imidazol-2-yl)vinyl]phenyl}-1H-pyrazole (52.8 mg, 0.124 mmol) and palladium on carbon (11.4 mg, 0.107 mmol) was suspended in ethanol (5 mL), and a hydrogen balloon was put on top of the flask. It was cooled to −78° C., degassed and saturated with hydrogen three times. The reaction is mostly complete 2 hours after operation. The reaction mixture was filtered through syringe filter to afford the title compound. LCMS (M+H) found: 429.

Workup

  1. customdegassed and saturated with hydrogen three times
  2. filtrationThe reaction mixture was filtered through syringe
  3. filtrationfilter

Sources & evidence

ORD record
ord-1375152dacbd40d8859d0e77a05dd294
Source dataset
uspto-grants-2012_01
Patent number
US08106070B2

Reaction notes

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