HCID 21091112, compound → HCID 21091035, compound

HRID 351222Notes

Reaction equation

HRID 351222 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([N:15]2[C:19]([C:20]3[CH:32]=[CH:31][C:23]([O:24][CH2:25][CH2:26][NH:27][C:28]([NH2:30])=[O:29])=[CH:22][CH:21]=3)=[CH:18][C:17]([C:33]([F:36])([F:35])[F:34])=[N:16]2)=[CH:11][CH:10]=1)C1C=CC=CC=1>CO.[Pd]>[OH:8][C:9]1[CH:10]=[CH:11][C:12]([N:15]2[C:19]([C:20]3[CH:32]=[CH:31][C:23]([O:24][CH2:25][CH2:26][NH:27][C:28]([NH2:30])=[O:29])=[CH:22][CH:21]=3)=[CH:18][C:17]([C:33]([F:35])([F:36])[F:34])=[N:16]2)=[CH:13][CH:14]=1

Participants

4

Reactant 1

HCID 21091112HCID 21091112, compound

Product 1

HCID 21091035HCID 21091035, compoundYield 97.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of N-(2-{4-[l-[4-(benzyloxy)phenyl]-3-(trifluoromethyl)-1H-pyrazol-5-yl]phenoxy}ethyl)urea obtained by Example 80 (10.33 g) in methanol (100 ml) was added palladium on carbon (10% wet, 2 g), and the mixture was stirred vigorously at room temperature under hydrogen atmosphere for 3 hrs. The whole mixture was filtered and evaporated to give oil (8.23 g). The oil was purified with silica gel column chromatography [250 ml, 3% methanol/chloroform (500 ml), 5% methanol/chloroform (500 ml), and 10% methanol/chloroform (500 ml)] to give the target compound (8.07 g, 95.4%) as an oil.

Workup

  1. filtrationThe whole mixture was filtered
  2. customevaporated

Sources & evidence

ORD record
ord-226e2b7fbab14ef88b188bcb49d3633c
Source dataset
uspto-grants-2007_02
Patent number
US07183306B2

Reaction notes

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