Azetidine → 1-[(5-Bromo-2-thienyl)methyl]azetidine

HRID 387381Notes

Reaction equation

HRID 387381 reaction equation
[Br:1][C:2]1[S:6][C:5]([CH2:7][N:8]2[CH2:12][CH2:11][CH2:10]C2)=[CH:4][CH:3]=1.N1CCC1>>[Br:1][C:2]1[S:6][C:5]([CH2:7][N:8]2[CH2:12][CH2:11][CH2:10]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 10422AzetidineHCID 593327581-[(5-Bromo-2-thienyl)methyl]pyrrolidine

Product 1

HCID 593327501-[(5-Bromo-2-thienyl)methyl]azetidine

Procedure

The above procedure to make 1-[(5-bromo-2-thienyl)methyl]pyrrolidine was repeated except using azetidine (86 mg, 1.5 mmol) as the amine. Following the purification with the SCX column as described -[(5-bromo-2-thienyl)methyl]pyrrolidine an additional purification step on a 40 g ISCO silica column was necessary to afford the title compound (166 mg) of acceptable purity for use in the next reaction.

Workup

  1. customthe purification with the SCX column
  2. customan additional purification step on a 40 g ISCO silica column

Sources & evidence

ORD record
ord-23eca20410af448b92c0fb964823589f
Source dataset
uspto-grants-2013_02
Patent number
US08372875B2

Reaction notes

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