HCID 23153047, compound → HCID 23153319, compound

HRID 492905Notes

Reaction equation

HRID 492905 reaction equation
[CH3:1][N:2]([CH3:32])[CH2:3][CH2:4][N:5]1[CH2:10][CH2:9][CH:8]([N:11]([CH3:31])[C:12]([NH:14][C:15]2[CH:20]=[C:19]([O:21][C:22]3[CH:27]=[CH:26][C:25]([N+:28]([O-])=O)=[CH:24][CH:23]=3)[N:18]=[CH:17][N:16]=2)=[O:13])[CH2:7][CH2:6]1>O1CCCC1.[OH-].[Pd+2].[OH-].[C]>[NH2:28][C:25]1[CH:26]=[CH:27][C:22]([O:21][C:19]2[N:18]=[CH:17][N:16]=[C:15]([NH:14][C:12](=[O:13])[N:11]([CH:8]3[CH2:9][CH2:10][N:5]([CH2:4][CH2:3][N:2]([CH3:1])[CH3:32])[CH2:6][CH2:7]3)[CH3:31])[CH:20]=2)=[CH:23][CH:24]=1

Participants

4

Reactant 1

HCID 23153047HCID 23153047, compound

Product 1

HCID 23153319HCID 23153319, compoundYield 99.9%

Reagents, catalysts & solvents 2

HCID 178502593HCID 178502593, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

After adding 20% palladium hydroxide-carbon (51.8 mg) to a solution of 1-[1-(2-dimethylaminoethyl)piperidin-4-yl]-1-methyl-3-[6-(4-nitrophenoxy)pyrimidin-4-yl]urea (131 mg) in tetrahydrofuran (10.0 ml), the mixture was stirred for 10.5 hours at room temperature under a hydrogen atmosphere. The catalyst was filtered and the then washed with methanol. The filtrate was concentrated to provide a crude product of the title compound (122 mg) as a yellow oil.

Workup

  1. filtrationThe catalyst was filtered
  2. washthe then washed with methanol
  3. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-a269034df90e4a67997557cb15643959
Source dataset
uspto-grants-2009_05
Patent number
US07531532B2

Reaction notes

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