1H-Pyrrolo(2,3-b)pyridine → HCID 58086181, compound

HRID 250602Notes

Reaction equation

HRID 250602 reaction equation
N1C2C(=CC=CN=2)C=C1.C([O:17][C:18]1[C:19]([F:36])=[C:20]([C:25]([C:27]2[C:35]3[C:30](=[N:31][CH:32]=[CH:33][CH:34]=3)[NH:29][CH:28]=2)=[O:26])[C:21]([F:24])=[CH:22][CH:23]=1)C1C=CC=CC=1>CO.O1CCCC1.[Pd]>[F:36][C:19]1[C:18]([OH:17])=[CH:23][CH:22]=[C:21]([F:24])[C:20]=1[C:25]([C:27]1[C:35]2[C:30](=[N:31][CH:32]=[CH:33][CH:34]=2)[NH:29][CH:28]=1)=[O:26]

Participants

6

Reactant 2

HCID 92221H-Pyrrolo(2,3-b)pyridineHCID 58086568HCID 58086568, compound

Product 1

HCID 58086181HCID 58086181, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

was prepared following the protocol of Scheme 43, substituting 5-pyridin-3-yl-1H-pyrrolo[2,3-b]pyridine with 7-azaindole. To a solution of (3-benzyloxy-2,6-difluoro-phenyl)-(1H-pyrrolo[2,3-b]pyridin-3-yl)-methanone (P-1802, 0.5 g, 1.37 mol) in methanol (70 mL) and tetrahydrofuran (30 mL) was added palladium on carbon (120 mg, 10% wt., 0.58 mol). The mixture was stirred under hydrogenation (60 psi) for six hours. After removal of solvent, the residue was dried under vacuum, which provided (2,6-Difluoro-3-hydroxy-phenyl)-(1H-pyrrolo[2,3-b]pyridine-3-yl)-methanone 651

Workup

  1. customwas prepared
  2. customAfter removal of solvent
  3. customthe residue was dried under vacuum, which

Sources & evidence

ORD record
ord-8e24ca2c3da84eaea6109d0b081ff2ca
Source dataset
uspto-grants-2011_01
Patent number
US07863288B2

Reaction notes

Loading…