3-(2-Bromoethyl)pyridine hydrobromide → 1-[2-hydroxy-3-propyl-4-[4-[1-[2-(3-pyridinyl)ethyl]-1H-tetrazol-5-yl]butoxy]phenyl]ethanone

HRID 978131Notes

Reaction equation

HRID 978131 reaction equation
[OH:1][C:2]1[C:7]([CH2:8][CH2:9][CH3:10])=[C:6]([O:11][CH2:12][CH2:13][CH2:14][CH2:15][C:16]2[NH:20][N:19]=[N:18][N:17]=2)[CH:5]=[CH:4][C:3]=1[C:21](=[O:23])[CH3:22].Br.Br[CH2:26][CH2:27][C:28]1[CH:29]=[N:30][CH:31]=[CH:32][CH:33]=1>>[OH:1][C:2]1[C:7]([CH2:8][CH2:9][CH3:10])=[C:6]([O:11][CH2:12][CH2:13][CH2:14][CH2:15][C:16]2[N:20]([CH2:26][CH2:27][C:28]3[CH:29]=[N:30][CH:31]=[CH:32][CH:33]=3)[N:19]=[N:18][N:17]=2)[CH:5]=[CH:4][C:3]=1[C:21](=[O:23])[CH3:22]

Participants

3

Reactant 2

HCID 202046813-(2-Bromoethyl)pyridine hydrobromideHCID 178439677HCID 178439677, compound

Product 1

HCID 137877151-[2-hydroxy-3-propyl-4-[4-[1-[2-(3-pyridinyl)ethyl]-1H-tetrazol-5-yl]butoxy]phenyl]ethanone

Procedure

1-[2-Hydroxy-3-propyl-4-[4-(1H-tetrazol-5-yl)butoxy]phenyl]ethanone was allowed to react with (3-(2-bromoethyl)pyridine hydrobromide according to procedure A and the product was purified by high pressure liquid chromatography to give 1-[2-hydroxy-3-propyl-4-[4-[1-[2-(3-pyridinyl)ethyl]-1H-tetrazol-5-yl]butoxy]phenyl]ethanone, which is the N-1 isomer, and 1-[2-hydroxy-3-propyl-4-[4-[2-[2-(3-pyridinyl)ethyl]-2H-tetrazol-5-yl]butoxy]phenyl]ethanone, which is the N-2 isomer.

Workup

  1. customthe product was purified by high pressure liquid chromatography

Sources & evidence

ORD record
ord-c67c781669c6433eb5aa112ed6031a04
Source dataset
uspto-grants-1987_05
Patent number
US04663332

Reaction notes

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