2-Fluorophenylboronic acid → [4-(2-Fluoro-phenyl)-pyridin-3-yl]-(2-methanesulfonyl-ethyl)-amine

HRID 878175Notes

Reaction equation

HRID 878175 reaction equation
F[C:2]1[C:7](F)=[CH:6][C:5]([C:9]2[CH:14]=[CH:13][N:12]=[CH:11][C:10]=2[N:15]([CH2:32][CH2:33][S:34]([CH3:37])(=[O:36])=[O:35])C(=O)C2C=C(C(F)(F)F)N=C(C(F)(F)F)C=2)=[C:4](OC)[CH:3]=1.[F:40]C1C=CC=CC=1B(O)O>C(Cl)Cl.CO>[F:40][C:4]1[CH:3]=[CH:2][CH:7]=[CH:6][C:5]=1[C:9]1[CH:14]=[CH:13][N:12]=[CH:11][C:10]=1[NH:15][CH2:32][CH2:33][S:34]([CH3:37])(=[O:36])=[O:35]

Participants

4

Reactant 2

HCID 27343542-Fluorophenylboronic acidHCID 86670771N-[4-(4,5-Difluoro-2-methoxy-phenyl)-pyridin-3-yl]-N-(2-methanesulfonyl-ethyl)-2,6-bis-trifluoromethyl-isonicotinamide2×

Product 1

HCID 70663435[4-(2-Fluoro-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 (example 158, intermediate b) and 2-fluorophenylboronic acid (CAS RN 1193-03-9) and using a gradient of CH2Cl2:methanol (100:0 to 70:30) for the chromatographic purification. Light brown solid (85%). MS (ESI): m/z=295.09 [M+H]+.

Workup

  1. customfor the chromatographic purification

Sources & evidence

ORD record
ord-317730094407496daeaf7975b25b5f4c
Source dataset
uspto-grants-2015_03
Patent number
US08987307B2

Reaction notes

Loading…