Ammonium formate → 3-(Piperidin-4-yl)-3H-imidazo[4,5-b]pyridine

HRID 1068170Notes

Reaction equation

HRID 1068170 reaction equation
C([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[C:18]3=[N:19][CH:20]=[CH:21][CH:22]=[C:17]3[N:16]=[CH:15]2)[CH2:10][CH2:9]1)C1C=CC=CC=1.C([O-])=O.[NH4+]>[Pd].CO>[NH:8]1[CH2:9][CH2:10][CH:11]([N:14]2[C:18]3=[N:19][CH:20]=[CH:21][CH:22]=[C:17]3[N:16]=[CH:15]2)[CH2:12][CH2:13]1

Participants

5

Reactant 2

HCID 2723923Ammonium formateHCID 209553953-(1-Benzylpiperidin-4-yl)-3H-imidazo[4,5-b]pyridine

Product 1

HCID 114470113-(Piperidin-4-yl)-3H-imidazo[4,5-b]pyridineYield 95.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The title compound was prepared from 130 mg of 3-(1-benzyl-piperidin-4-yl)-3-H-imidazo[4,5-b]pyridine (from Step C), 130 mg of 10% palladium on carbon and 130 mg of ammonium formate in 6 mL of MeOH, using a procedure analogous to that described in Example 95, Step C to provide 86 mg of the title compound as a solid

Sources & evidence

ORD record
ord-18b7a52b906441aca7b7b0dcfa66d8af
Source dataset
uspto-grants-2001_06
Patent number
US06248755B1

Reaction notes

Loading…