Dimethylamine → 1-(6-Bromo-pyridin-2-yl)-cyclopropanecarboxylic acid dimethylamide

HRID 1425977Notes

Reaction equation

[Br:1][C:2]1[N:7]=[C:6]([C:8]2([C:11]([OH:13])=O)[CH2:10][CH2:9]2)[CH:5]=[CH:4][CH:3]=1.[CH3:14][NH:15][CH3:16]>>[CH3:14][N:15]([CH3:16])[C:11]([C:8]1([C:6]2[CH:5]=[CH:4][CH:3]=[C:2]([Br:1])[N:7]=2)[CH2:10][CH2:9]1)=[O:13]

Participants

Reactant 2

HCID 674Dimethylamine

HCID 722119951-(6-Bromopyridin-2-YL)cyclopropane-1-carboxylic acid

Product 1

HCID 866961361-(6-Bromo-pyridin-2-yl)-cyclopropanecarboxylic acid dimethylamideYield 70%

Procedure

The title compound was prepared from 1-(6-bromo-pyridin-2-yl)-cyclopropanecarboxylic acid and dimethylamine (2 mol/L in tetrahydrofuran) following a procedure analogous to that described in Step 2 for Intermediate 5. Yield: 70% of theory; LC (method 3): tR=2.97 min; Mass spectrum (ESI+): m/z=255/257 (Br) [M+H]+.

Sources & evidence

ORD record: ord-6ccb4c8720654e7f95fdaf6fd48d9c85
Source dataset: uspto-grants-2015_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08933072B2

Reaction notes

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