HCID 117818873, compound → HCID 117818947, compound

HRID 1753248Notes

Reaction equation

HRID 1753248 reaction equation
[CH3:1][O:2][C:3]1[N:8]=[CH:7][N:6]=[C:5]([CH2:9][N:10]2[C:18]3[C:13](=[N:14][CH:15]=[CH:16][CH:17]=3)[C:12]([N+:19]([O-])=O)=[CH:11]2)[C:4]=1[CH3:22]>C(O)C.[Pd]>[CH3:1][O:2][C:3]1[N:8]=[CH:7][N:6]=[C:5]([CH2:9][N:10]2[C:18]3[C:13](=[N:14][CH:15]=[CH:16][CH:17]=3)[C:12]([NH2:19])=[CH:11]2)[C:4]=1[CH3:22]

Participants

4

Reactant 1

HCID 117818873HCID 117818873, compound

Product 1

HCID 117818947HCID 117818947, compoundYield 74%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of 1-((6-methoxy-5-methylpyrimidin-4-yl)methyl)-3-nitro-1H-pyrrolo[3,2-b]pyridine (0.15 g, 0.58 mmol) in ethanol (5 mL) was added Pd/C (0.03 g). The reaction mixture was hydrogenated under balloon pressure for 16 h at RT. The solvent was filtered and evaporated under the reduced pressure to yield 1-((6-methoxy-5-methylpyrimidin-4-yl)methyl)-1H-pyrrolo[3,2-b]pyridin-3-amine (25d) 0.1 g (74%).

Workup

  1. filtrationThe solvent was filtered
  2. customevaporated under the reduced pressure

Sources & evidence

ORD record
ord-df152ec784c84ce8a703be126273ff0d
Source dataset
uspto-grants-2015_10
Patent number
US09163020B2

Reaction notes

Loading…