Imidazo(4,5-b)pyridine → HCID 178419860, compound

HRID 1088228Notes

Reaction equation

HRID 1088228 reaction equation
ClCCCCC1N(C2CCCCC2)N=NN=1.BrCC1C=CC(C(OCC)=O)=CC=1.[NH:30]1[C:38]2[C:33](=[N:34][CH:35]=[CH:36][CH:37]=2)[N:32]=[CH:31]1>>[NH:32]1[C:37]2[CH:36]=[CH:35][N:34]=[CH:33][C:38]=2[N:30]=[CH:31]1

Participants

4

Reactant 3

HCID 67504Imidazo(4,5-b)pyridineHCID 954261Ethyl 4-(bromomethyl)benzoateHCID 112187395-(4-Chlorobutyl)-1-cyclohexyl-1H-tetrazole

Product 1

HCID 178419860HCID 178419860, compound

Procedure

Utilizing the procedure described in Example 1(a) employing 5-(4-chlorobutyl)-1-cyclohexyl-1H-tetrazole in lieu of ethyl 4-bromomethylbenzoate and imidazo[4,5-b]pyridine in lieu of . imidazo[4,5-c]pyridine yielded an impure mixture of isomers. The mixture was purified by column chromatography (silica gel, 5% ethanol in chloroform) to yield a less polar isomer which was recrystallized from diethyl ether-chloroform to yield 3-[4-(1-cyclohexyl-1H-tetrazol-5-yl)butyl]-3H-imidazo [4,5-b]pyridine as a colorless crystalline solid, having a melting point of 94°-95° C. and the following physical characteristics:

Sources & evidence

ORD record
ord-45b19dde12714aa0b5d8934220f8370e
Source dataset
uspto-grants-1990_10
Patent number
US04962106

Reaction notes

Loading…