HCID 18769069, compound → HCID 178458197, compound

HRID 480503Notes

Reaction equation

HRID 480503 reaction equation
[OH:1][C:2]([C:29]1[CH:30]=[C:31]2[C:36](=[CH:37][CH:38]=1)[CH:35]=[C:34]([C:39]([NH:41][CH3:42])=[O:40])[CH:33]=[CH:32]2)([C:5]1[N:6]=[CH:7][N:8](C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[CH:9]=1)[CH:3]=[CH2:4]>C(OCC)(=O)C.[C].[Pd]>[OH:1][C:2]([C:29]1[CH:30]=[C:31]2[C:36](=[CH:37][CH:38]=1)[CH:35]=[C:34]([C:39]([NH:41][CH3:42])=[O:40])[CH:33]=[CH:32]2)([C:5]1[N:6]=[CH:7][NH:8][CH:9]=1)[CH2:3][CH3:4]

Participants

4

Reactant 1

HCID 18769069HCID 18769069, compound

Product 1

HCID 178458197HCID 178458197, compoundYield 143.7%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 6-[1-hydroxy-1-(1-trityl-1H-imidazol-4-yl)-2-propenyl]-N-methyl-2-naphthamide (444 mg) and 10% palladium carbon (50% wet; 100 mg) in ethyl acetate (6 mL) was stirred for 12 h at room temperature under hydrogen atmosphere. The catalyst was filtered off, and the filtrate was concentrated and crystallized from ethyl acetate to give the titled compound (359 mg) as a pale yellow powder.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated
  3. customcrystallized from ethyl acetate

Sources & evidence

ORD record
ord-00d63b82db074a8db8b606e3ef4e706b
Source dataset
uspto-grants-2003_11
Patent number
US06649643B1

Reaction notes

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