(2-Fluoro-6-methoxyphenyl)boronic acid → HCID 70663321, compound

HRID 878216Notes

Reaction equation

HRID 878216 reaction equation
FC1C(F)=CC([C:9]2[CH:14]=[CH:13][N:12]=[CH:11][C:10]=2[N:15](CCS(C)(=O)=O)C(=O)C2C=C(C(F)(F)F)N=C(C(F)(F)F)C=2)=C(OC)C=1.[F:40][C:41]1[CH:46]=[CH:45][CH:44]=[C:43]([O:47][CH3:48])[C:42]=1B(O)O.CCCCCCC.C[CH2:60][O:61][C:62]([CH3:64])=[O:63]>>[CH3:60][O:61][C:62](=[O:63])[CH2:64][NH:15][C:10]1[CH:11]=[N:12][CH:13]=[CH:14][C:9]=1[C:42]1[C:43]([O:47][CH3:48])=[CH:44][CH:45]=[CH:46][C:41]=1[F:40]

Participants

4

Reactant 3

HCID 3294524(2-Fluoro-6-methoxyphenyl)boronic acidHCID 21899848Ethylacetate heptaneHCID 86670771N-[4-(4,5-Difluoro-2-methoxy-phenyl)-pyridin-3-yl]-N-(2-methanesulfonyl-ethyl)-2,6-bis-trifluoromethyl-isonicotinamide2×

Product 1

HCID 70663321HCID 70663321, compound

Procedure

The title compound was prepared in analogy to example 72, from 4-iodo-pyridin-3-ylamino)-acetic acid methyl ester (example 176, intermediate b) and 2-fluoro-6-methoxyphenylboronic acid (CAS RN 78495-63-3) and using a gradient of n-heptane:EtOAc (100:0 to 0:100) for the chromatographic purification. Light yellow oil (34%). MS (GC_MS (TIC): m/z=290.1 [M+.].

Workup

  1. customfor the chromatographic purification

Sources & evidence

ORD record
ord-9f97c39364944aa0acfd47283a9794fd
Source dataset
uspto-grants-2015_03
Patent number
US08987307B2

Reaction notes

Loading…