HCID 54081502, compound → HCID 178461659, compound

HRID 850088Notes

Reaction equation

HRID 850088 reaction equation
C([N:8]1[C:12]([C:13]2[CH:18]=[CH:17][C:16]([C:19](=[CH2:36])[C@:20]([C:28]3[CH:33]=[CH:32][C:31]([F:34])=[CH:30][C:29]=3[F:35])([OH:27])[CH2:21][N:22]3[CH:26]=[N:25][CH:24]=[N:23]3)=[CH:15][CH:14]=2)=[CH:11][N:10]=[N:9]1)C1C=CC=CC=1>CO.[Pd]>[F:35][C:29]1[CH:30]=[C:31]([F:34])[CH:32]=[CH:33][C:28]=1[C@:20]([OH:27])([C@H:19]([C:16]1[CH:17]=[CH:18][C:13]([C:12]2[N:8]=[N:9][NH:10][CH:11]=2)=[CH:14][CH:15]=1)[CH3:36])[CH2:21][N:22]1[CH:26]=[N:25][CH:24]=[N:23]1

Participants

4

Reactant 1

HCID 54081502HCID 54081502, compound

Product 1

HCID 178461659HCID 178461659, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

(R)-3-(4-[1-Benzyl-1H-1,2,3-triazol-5-yl]phenyl)-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-3-buten-2-ol (25.0 g, 0.05 moles) was dissolved in methanol (2400 ml) and hydrogenated at 100° C., 60 psi with 5% Pd/C for 20 hours. After catalyst removal by filtration the product solution was concentrated to a white foam (19.1 g, 0.05 moles). A sample was crystallised from ethanol/water and characterised by 1H NMR spectroscopy. It had an m.p. of 121° C.

Workup

  1. customAfter catalyst removal
  2. filtrationby filtration the product solution
  3. customA sample was crystallised from ethanol/water

Sources & evidence

ORD record
ord-1fc71214c3a04b249bbf98d06bb55371
Source dataset
uspto-grants-2000_01
Patent number
US06015825

Reaction notes

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