HCID 9911644, compound → HCID 9804154, compound

HRID 2181419Notes

Reaction equation

HRID 2181419 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]([C:23]3[CH:28]=[CH:27][N:26]=[C:25]([NH:29][CH:30]4[CH2:34][CH2:33][CH2:32][CH2:31]4)[N:24]=3)[C:10]3[C:11]([N:22]=2)=[N:12][C:13]([C:16]2[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=2)=[CH:14][CH:15]=3)=[CH:4][CH:3]=1>CC(O)=O.[Pd]>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]([C:23]3[CH:28]=[CH:27][N:26]=[C:25]([NH:29][CH:30]4[CH2:34][CH2:33][CH2:32][CH2:31]4)[N:24]=3)[C:10]3[C:11]([N:22]=2)=[N:12][C:13]([CH:16]2[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]2)=[CH:14][CH:15]=3)=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 9911644HCID 9911644, compound

Product 1

HCID 9804154HCID 9804154, compoundYield 69.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

2-(4Fluorophenyl)-1-(2cyclopentylamino-pyrimidinyl)-5-(4-pyridinyl)imdazo[4,5-b]pyridine (example 7; 100 mg; 0.22 mmol) is dissolved in HOAc (120 ml) and hydrogenated over Pd/C (10%, 200 mg) in a Parr apparatus for 48 h at room temperature. The reaction mixture is filtered and evaporated to dryness delivering the title compound as yellow crystals, which are recrystallised from MeOH and gave the title compound as colorless crystals (70 mg; 65%).

Workup

  1. filtrationThe reaction mixture is filtered
  2. customevaporated to dryness
  3. customare recrystallised from MeOH

Sources & evidence

ORD record
ord-b83b05c2d3df4fe8aa48f0af2ecc36d2
Source dataset
uspto-grants-2005_05
Patent number
US06891039B2

Reaction notes

Loading…