HCID 15548995, compound → HCID 15548996, compound

HRID 1384063Notes

Reaction equation

HRID 1384063 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:29]([CH3:32])([CH3:31])[OH:30])[CH:5]=[C:6]([O:27][CH3:28])[C:7]=1[O:8][C:9]1[C:14]([N+:15]([O-])=O)=[C:13]([NH:18][CH:19]([CH2:23][CH2:24][CH3:25])[CH2:20][CH2:21][CH3:22])[N:12]=[C:11]([CH3:26])[N:10]=1>C(O)C.[Pt]>[Br:1][C:2]1[CH:3]=[C:4]([C:29]([CH3:32])([CH3:31])[OH:30])[CH:5]=[C:6]([O:27][CH3:28])[C:7]=1[O:8][C:9]1[C:14]([NH2:15])=[C:13]([NH:18][CH:19]([CH2:23][CH2:24][CH3:25])[CH2:20][CH2:21][CH3:22])[N:12]=[C:11]([CH3:26])[N:10]=1

Participants

4

Reactant 1

HCID 15548995HCID 15548995, compound

Product 1

HCID 15548996HCID 15548996, compound

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 702EthanolSolvent

Procedure

Platinum black, (5%,0.25 g) was added to a solution of 3-bromo-5-methoxy-α,α-dimethyl-4-[[2-methyl-5-nitro-6-[(1-propyl-butyl)amino]-4-pyrimidinyl]oxy]benzenemethanol (0.80 g) in 50 mL of ethanol. The mixture was hydrogenated at a pressure of 41 psi for 18 hours. The mixture was filtered through celite and the filtrate was stripped under reduced pressure. The residue was taken up in 1N NaOH and extracted with methylene chloride. The combined methylene chloride extracts were dried over MgSO4 and the filtrate was stripped under reduced pressure to yield the title compound, mp 114-116° C.

Workup

  1. filtrationThe mixture was filtered through celite
  2. extractionextracted with methylene chloride
  3. dry with materialThe combined methylene chloride extracts were dried over MgSO4

Sources & evidence

ORD record
ord-458e289bc18a4ece8a467ba26122db20
Source dataset
uspto-grants-2001_07
Patent number
US06258809B1

Reaction notes

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