1-Methyl-3-pyrrolidinol, (-)- → (R)-3-Hydroxy-1-methyl-1-(pyridazin-3-ylcarbamoylmethyl)-pyrrolidinium bromide

HRID 389914Notes

Reaction equation

HRID 389914 reaction equation
[Br:1][CH2:2][C:3]([NH:5][C:6]1[N:7]=[N:8][CH:9]=[CH:10][CH:11]=1)=[O:4].[OH:12][C@@H:13]1[CH2:17][CH2:16][N:15]([CH3:18])[CH2:14]1>C(#N)C>[Br-:1].[OH:12][CH:13]1[CH2:17][CH2:16][N@@+:15]([CH3:18])([CH2:2][C:3](=[O:4])[NH:5][C:6]2[N:7]=[N:8][CH:9]=[CH:10][CH:11]=2)[CH2:14]1

Participants

4

Reactant 2

HCID 69513321-Methyl-3-pyrrolidinol, (-)-HCID 57431553HCID 57431553, compound

Product 1

HCID 86636495(R)-3-Hydroxy-1-methyl-1-(pyridazin-3-ylcarbamoylmethyl)-pyrrolidinium bromide

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A stirred suspension of 2-bromo-N-pyridazin-3-yl-acetamide (0.5 g, 2.31 mmol) in acetonitrile (10 ml) is treated with (R)-3-hydroxy-1-methyl pyrrolidine (0.234 g, 2.31 mmol). The suspension is stirred at room temperature for 2 hours and then filtered and washed with acetonitrile to yield the titled compound.

Workup

  1. filtrationfiltered
  2. washwashed with acetonitrile

Sources & evidence

ORD record
ord-76142c7e79534258ad41ca5c98de419c
Source dataset
uspto-grants-2013_02
Patent number
US08383625B2

Reaction notes

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