Furan-2-boronic acid → 4-[5-(2-Furyl)pyridin-3-yl]-1,4-diazatricyclo[4.3.1.13,8]undecane

Reaction equation

Br[C:2]1[CH:3]=[C:4]([N:8]2[CH2:16][CH:15]3[CH2:17][N:11]4[CH2:12][CH:13]([CH2:18][CH:9]2[CH2:10]4)[CH2:14]3)[CH:5]=[N:6][CH:7]=1.[O:19]1[CH:23]=[CH:22][CH:21]=[C:20]1B(O)O>>[O:19]1[CH:23]=[CH:22][CH:21]=[C:20]1[C:2]1[CH:3]=[C:4]([N:8]2[CH2:16][CH:15]3[CH2:17][N:11]4[CH2:12][CH:13]([CH2:18][CH:9]2[CH2:10]4)[CH2:14]3)[CH:5]=[N:6][CH:7]=1

Participants

Reactant 2

HCID 2734357Furan-2-boronic acid

HCID 866492494-(5-Bromopyridin-3-yl)-1,4-diazatricyclo[4.3.1.13,8]undecane

Product 1

HCID 866492544-[5-(2-Furyl)pyridin-3-yl]-1,4-diazatricyclo[4.3.1.13,8]undecane

Procedure

The title compound was prepared from the product of Example 65A and 2-furylboronic acid according to General Method B: LC-MS Method B (ESI+) m/z 296.0 (M+H)+, retention time 1.72 minutes.

Sources & evidence

ORD record: ord-81b9947776154e8bac3bf2df21bfc1e7
Source dataset: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08846661B2

Reaction notes

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