HCID 18536067, compound → HCID 18536156, compound

HRID 412145Notes

Reaction equation

HRID 412145 reaction equation
C([O:8][C:9]1[CH:18]=[C:17]2[C:12]([CH:13]=[CH:14][CH:15]=[C:16]2[N:19]2[CH2:24][CH2:23][N:22]([C:25]([C:27]3[N:31]([CH2:32][C:33]4[CH:38]=[CH:37][C:36]([C:39]#[N:40])=[C:35]([F:41])[CH:34]=4)[CH:30]=[N:29][CH:28]=3)=[O:26])[CH2:21][C:20]2=[O:42])=[CH:11][CH:10]=1)C1C=CC=CC=1.[H][H]>CO.CCOC(C)=O.[Pd]>[OH:8][C:9]1[CH:18]=[C:17]2[C:12]([CH:13]=[CH:14][CH:15]=[C:16]2[N:19]2[CH2:24][CH2:23][N:22]([C:25]([C:27]3[N:31]([CH2:32][C:33]4[CH:38]=[CH:37][C:36]([C:39]#[N:40])=[C:35]([F:41])[CH:34]=4)[CH:30]=[N:29][CH:28]=3)=[O:26])[CH2:21][C:20]2=[O:42])=[CH:11][CH:10]=1

Participants

5

Reactant 2

HCID 18536067HCID 18536067, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 18536156HCID 18536156, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalyst2×HCID 21584119Ethylacetate methanolSolvent

Procedure

To a solution of the benzyl ether from Step B (430 mg, 0.77 mmol) in 10 mL of 1:1 MeOH/EtOAc was added 10% palladium on carbon (430 mg). The solution was stirred under a balloon atmosphere of hydrogen at room temperature overnight. Another portion of Pd/C was added (400 mg). After another 18 hours, the solution was filtered through celite. Concentration in vacuo provided the titled product which was used in the next reaction without further purification.

Workup

  1. filtrationthe solution was filtered through celite
  2. concentrationConcentration in vacuo

Sources & evidence

ORD record
ord-8546801d96144ff9af958c6bca6e228e
Source dataset
uspto-grants-2003_05
Patent number
US06562823B1

Reaction notes

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