HCID 23153349, compound → HCID 23153214, compound

HRID 492869Notes

Reaction equation

HRID 492869 reaction equation
[CH3:1][N:2]([CH2:4][CH:5]1[CH2:10][CH2:9][N:8]([C:11]([NH:13][C:14]2[CH:19]=[C:18]([O:20][C:21]3[CH:26]=[CH:25][C:24]([N+:27]([O-])=O)=[CH:23][C:22]=3[F:30])[N:17]=[CH:16][N:15]=2)=[O:12])[CH2:7][CH2:6]1)[CH3:3]>O1CCCC1.[OH-].[Pd+2].[OH-].[C]>[NH2:27][C:24]1[CH:25]=[CH:26][C:21]([O:20][C:18]2[CH:19]=[C:14]([NH:13][C:11]([N:8]3[CH2:7][CH2:6][CH:5]([CH2:4][N:2]([CH3:3])[CH3:1])[CH2:10][CH2:9]3)=[O:12])[N:15]=[CH:16][N:17]=2)=[C:22]([F:30])[CH:23]=1

Participants

4

Reactant 1

HCID 23153349HCID 23153349, compound

Product 1

HCID 23153214HCID 23153214, compoundYield 94%

Reagents, catalysts & solvents 2

HCID 178502593HCID 178502593, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

4-{[4-(Dimethylaminomethyl)piperidin-1-yl]carbonylamino}-6-(2-fluoro-4-nitrophenoxy)pyrimidine (136 mg) was dissolved in tetrahydrofuran (15 ml). After adding 20% palladium hydroxide-carbon (100 mg), the mixture was stirred overnight under a hydrogen atmosphere. The catalyst was filtered and washed with tetrahydrofuran. The filtrate and the washings were combined and concentrated under reduced pressure, and the resultant residue was dried under reduced pressure to provide the title compound (118 mg, 94%) as a colorless oil.

Workup

  1. filtrationThe catalyst was filtered
  2. washwashed with tetrahydrofuran
  3. concentrationconcentrated under reduced pressure
  4. dry with materialthe resultant residue was dried under reduced pressure

Sources & evidence

ORD record
ord-4121a69f6a88468795b50fad48305624
Source dataset
uspto-grants-2009_05
Patent number
US07531532B2

Reaction notes

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