5-Bromo-2-methylpyridine → tert-Butyl {4-[2-ethoxy-5-(6-methyl-pyridin-3-yl)-benzylamino]-cyclohexyl}-methyl-carbamate

HRID 2389603Notes

Reaction equation

HRID 2389603 reaction equation
[C:1]([N:8]([CH3:29])[CH:9]1[CH2:14][CH2:13][CH:12]([NH:15][CH2:16][C:17]2[CH:18]=[C:19](B(O)O)[CH:20]=[CH:21][C:22]=2[O:23][CH2:24][CH3:25])[CH2:11][CH2:10]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].Br[C:31]1[CH:32]=[CH:33][C:34]([CH3:37])=[N:35][CH:36]=1>>[CH2:24]([O:23][C:22]1[CH:21]=[CH:20][C:19]([C:31]2[CH:36]=[N:35][C:34]([CH3:37])=[CH:33][CH:32]=2)=[CH:18][C:17]=1[CH2:16][NH:15][CH:12]1[CH2:13][CH2:14][CH:9]([N:8]([CH3:29])[C:1](=[O:2])[O:3][C:4]([CH3:7])([CH3:6])[CH3:5])[CH2:10][CH2:11]1)[CH3:25]

Participants

3

Reactant 2

HCID 12010205-Bromo-2-methylpyridineHCID 59683589HCID 59683589, compound

Product 1

HCID 59683542tert-Butyl {4-[2-ethoxy-5-(6-methyl-pyridin-3-yl)-benzylamino]-cyclohexyl}-methyl-carbamate

Procedure

Boronic acid 11 (812 mg, 2.0 mmol) is coupled to 5-bromo-2-methylpyridine (344 mg, 2.0 mmol) using Method A to give the title compound.

Sources & evidence

ORD record
ord-28e46a37fe9b4529bf09b2787fda0d4b
Source dataset
uspto-grants-2012_09
Patent number
US08273747B2

Reaction notes

Loading…