(4,5-Difluoro-2-methoxyphenyl)boronic acid → [4-(4,5-Difluoro-2-methoxy-phenyl)-pyridin-3-yl]-(2-methanesulfonyl-ethyl)-amine

HRID 878173Notes

Reaction equation

HRID 878173 reaction equation
I[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[NH:8][CH2:9][CH2:10][S:11]([CH3:14])(=[O:13])=[O:12].[F:15][C:16]1[C:21]([F:22])=[CH:20][C:19](B(O)O)=[C:18]([O:26][CH3:27])[CH:17]=1>C(Cl)Cl.CO>[F:15][C:16]1[C:21]([F:22])=[CH:20][C:19]([C:2]2[CH:7]=[CH:6][N:5]=[CH:4][C:3]=2[NH:8][CH2:9][CH2:10][S:11]([CH3:14])(=[O:13])=[O:12])=[C:18]([O:26][CH3:27])[CH:17]=1

Participants

4

Reactant 2

HCID 16217679(4,5-Difluoro-2-methoxyphenyl)boronic acidHCID 70663351(4-Iodo-pyridin-3-yl)-(2-methanesulfonyl-ethyl)-amine

Product 1

HCID 70663311[4-(4,5-Difluoro-2-methoxy-phenyl)-pyridin-3-yl]-(2-methanesulfonyl-ethyl)-amine

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

The title compound was prepared in analogy to example 72, from (4-iodo-pyridin-3-yl)-(2-methanesulfonyl-ethyl)-amine and 4,5-difluoro-2-methoxyphenylboronic acid (CAS RN 870777-32-5) and using a gradient of CH2Cl2:methanol (100:0 to 85:15) for the chromatographic purification. Light brown foam (76%). MS (ESI): m/z=343.09 [M+H]+.

Workup

  1. customfor the chromatographic purification

Sources & evidence

ORD record
ord-a9c58b8fbbf54b78b3791faf96a5d3f4
Source dataset
uspto-grants-2015_03
Patent number
US08987307B2

Reaction notes

Loading…