Acetonitrile ammonium acetate → N-[4-(2,6-Difluoro-3-methoxy-phenyl)-pyridin-3-yl]-3-methanesulfonyl-N-methyl-5-trifluoromethyl-benzamide

HRID 878324Notes

Reaction equation

HRID 878324 reaction equation
[F:1]C1C(OC)=CC=C(F)C=1C1C=CN=CC=1NC.[F:19][C:20]1[CH:25]=[CH:24][CH:23]=[C:22](OC)[C:21]=1[C:28]1[CH:33]=[CH:32][N:31]=[CH:30][C:29]=1[N:34]([CH2:51]C(F)(F)F)[C:35](=[O:50])[C:36]1[CH:41]=[C:40]([C:42]([F:45])([F:44])[F:43])[CH:39]=[C:38]([S:46]([CH3:49])(=[O:48])=[O:47])[CH:37]=1.[C:56]([O-:59])(=O)C.[NH4+].C(#N)C>>[F:19][C:20]1[C:25]([O:59][CH3:56])=[CH:24][CH:23]=[C:22]([F:1])[C:21]=1[C:28]1[CH:33]=[CH:32][N:31]=[CH:30][C:29]=1[N:34]([CH3:51])[C:35](=[O:50])[C:36]1[CH:41]=[C:40]([C:42]([F:44])([F:43])[F:45])[CH:39]=[C:38]([S:46]([CH3:49])(=[O:47])=[O:48])[CH:37]=1

Participants

4

Reactant 3

HCID 21894531Acetonitrile ammonium acetateHCID 70663575[4-(2,6-Difluoro-3-methoxy-phenyl)-pyridin-3-yl]-methyl-amineHCID 86670807N-[4-(2-Fluoro-6-methoxy-phenyl)-pyridin-3-yl]-3-methanesulfonyl-N-(2,2,2-trifluoro-ethyl)-5-trifluoromethyl-benzamide2×

Product 1

HCID 70663549N-[4-(2,6-Difluoro-3-methoxy-phenyl)-pyridin-3-yl]-3-methanesulfonyl-N-methyl-5-trifluoromethyl-benzamide

Procedure

The title compound was prepared in analogy to example 284, from [4-(2,6-difluoro-3-methoxy-phenyl)-pyridin-3-yl]-methyl-amine and 3-methanesulfonyl-5-trifluoromethyl-benzoyl chloride (example 223, intermediate d) and using preparative HPLC (ammonium acetate/acetonitrile) for the purification. Off-white solid (25%). MS (ESI): m/z=501.2 [M+H]+.

Workup

  1. customfor the purification

Sources & evidence

ORD record
ord-9d7897021222418d839c11b20911cd90
Source dataset
uspto-grants-2015_03
Patent number
US08987307B2

Reaction notes

Loading…