3,4,5-Trimethoxybenzeneboronic acid → 4-[5-(3,4,5-Trimethoxyphenyl)pyridin-3-yl]-1,4-diazatricyclo[4.3.1.13,8]undecane

HRID 80423

Reaction equation

HRID 80423 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.[CH3:19][O:20][C:21]1[CH:22]=[C:23](B(O)O)[CH:24]=[C:25]([O:29][CH3:30])[C:26]=1[O:27][CH3:28]>>[CH3:30][O:29][C:25]1[CH:24]=[C:23]([C:2]2[CH:3]=[C:4]([N:8]3[CH2:16][CH:15]4[CH2:17][N:11]5[CH2:12][CH:13]([CH2:18][CH:9]3[CH2:10]5)[CH2:14]4)[CH:5]=[N:6][CH:7]=2)[CH:22]=[C:21]([O:20][CH3:19])[C:26]=1[O:27][CH3:28]

Participants

3

Reactant 2

HCID 27343903,4,5-Trimethoxybenzeneboronic acidHCID 866492494-(5-Bromopyridin-3-yl)-1,4-diazatricyclo[4.3.1.13,8]undecane

Product 1

HCID 498694284-[5-(3,4,5-Trimethoxyphenyl)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 3,4,5-trimethoxyphenylboronic acid according to General Method B: 1H NMR (500 MHz, CDCl3) δ ppm 8.16 (s, 2 H), 7.03 (s, 1 H), 6.73 (s, 2 H), 4.1 (s, 1 H), 3.91 (s, 9H.), 3.73-3.37 (m, 5 H), 3.05-3.00 (m, 4 H), 2.27-2.17 (m, 5 H); LC-MS Method D (ESI+) m/z 396.0 (M+H)+, retention time 1.32 minutes.

Sources & evidence

ORD record
ord-f996ed83be284815b88e75745fb937f5
Source dataset
uspto-grants-2014_09
Patent number
US08846661B2

Linked notes

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