HCID 66600486, compound → HCID 136398869, compound

HRID 2390478Notes

Reaction equation

HRID 2390478 reaction equation
C([O:8][C:9]1[CH:10]=[N:11][CH:12]=[CH:13][C:14]=1[C:15]1[N:27]([CH3:28])[C:18]2=[N:19][CH:20]=[C:21]([C:23]([F:26])([F:25])[F:24])[CH:22]=[C:17]2[N:16]=1)C1C=CC=CC=1>[Pd].C(O)C>[CH3:28][N:27]1[C:18]2=[N:19][CH:20]=[C:21]([C:23]([F:26])([F:24])[F:25])[CH:22]=[C:17]2[N:16]=[C:15]1[C:14]1[CH:13]=[CH:12][N:11]=[CH:10][C:9]=1[OH:8]

Participants

4

Reactant 1

HCID 66600486HCID 66600486, compound

Product 1

HCID 136398869HCID 136398869, compoundYield 30.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 1.16 g of 2-(3-benzyloxypyridin-4-yl-)-3-methyl-6-trifluoromethyl-3H-imidazo[4,5-b]pyridine, 60 ml of ethanol and 0.12 g of 5% palladium charcoal was stirred for 3 hours at room temperature under a hydrogen atmosphere of about 1 atm. The mixture was filtrated through Celite (registered trademark), and the filtrate was concentrated under reduced pressure, to obtain 0.27 g of 4-(3-methyl-6-trifluoromethyl-3H-imidazo[4,5-b]pyridine-2-yl]-pyridin-3-ol (hereinafter, referred to as present active compound 215).

Workup

  1. filtrationThe mixture was filtrated through Celite (registered trademark)
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-deb0473a66ec4620801a0f9463b6b4ed
Source dataset
uspto-grants-2012_09
Patent number
US08273764B2

Reaction notes

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