2-Bromopyridine → Cyclobutanol, 1-(2-pyridinyl)-

Reaction equation

Br[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.[C:8]1(=[O:12])[CH2:11][CH2:10][CH2:9]1>>[OH:12][C:8]1([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=2)[CH2:11][CH2:10][CH2:9]1

Participants

Reactant 2

HCID 79732-Bromopyridine

HCID 14496Cyclobutanone

Product 1

HCID 66718379Cyclobutanol, 1-(2-pyridinyl)-

Procedure

Prepared from 2-bromopyridine and cyclobutanone by the method described in Example 10 to give the title compound (7.62 g, quantitative) as an orange oil; NMR δH (400 MHz, DMSO) 8.54 (1H, m), 7.75 (1H, td, J 7.6, 1.7 Hz), 7.59 (1H, m), 7.22 (1H, m), 5.70 (1H, s), 2.58 (2H, m), 2.23 (2H, m), 1.91 (2H, m); (M+H)+ 151.

Sources & evidence

ORD record: ord-5d36dedc26f347bb86fca10017e320c6
Source dataset: uspto-grants-2015_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08987279B2

Reaction notes

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