Dimethylamine → [(5-Bromothiophen-2-yl)methyl]dimethylamine

Reaction equation

[Br:1][C:2]1[S:6][C:5]([CH2:7][N:8]2[CH2:12]CC[CH2:9]2)=[CH:4][CH:3]=1.CNC.CO>>[Br:1][C:2]1[S:6][C:5]([CH2:7][N:8]([CH3:12])[CH3:9])=[CH:4][CH:3]=1

Participants

Reactant 3

HCID 674Dimethylamine

HCID 887Methanol

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

Product 1

HCID 59332723[(5-Bromothiophen-2-yl)methyl]dimethylamineYield 93%

Procedure

The above procedure to make 1-[(5-bromo-2-thienyl)methyl]pyrrolidine was repeated except using 2 M dimethylamine in methanol (0.75 mL, 1.5 mmol) to afford 204 mg (93%) of the title compound.

Sources & evidence

ORD record: ord-460a8a4d89494d518faa48ead9d6d5f7
Source dataset: uspto-grants-2011_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08071584B2

Reaction notes

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