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

HRID 656143Notes

Reaction equation

HRID 656143 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-694a762037994be086c38cf13e634772
Source dataset
uspto-grants-2011_12
Patent number
US08071584B2

Reaction notes

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