5-Iodo-2-methoxy-3-(trifluoromethyl)pyridine → 1-(3-Bromophenyl)-4-fluoro-1-(6-methoxy-5-(trifluoromethyl)pyridin-3-yl)-1H-isoindol-3-amine

HRID 1662209Notes

Reaction equation

HRID 1662209 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:8]([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([F:22])[C:17]=2[C:23]#[N:24])=[N:9]S(C(C)(C)C)=O)[CH:5]=[CH:6][CH:7]=1.I[C:26]1[CH:27]=[C:28]([C:34]([F:37])([F:36])[F:35])[C:29]([O:32][CH3:33])=[N:30][CH:31]=1>>[Br:1][C:2]1[CH:3]=[C:4]([C:8]2([C:26]3[CH:31]=[N:30][C:29]([O:32][CH3:33])=[C:28]([C:34]([F:37])([F:36])[F:35])[CH:27]=3)[C:16]3[C:17](=[C:18]([F:22])[CH:19]=[CH:20][CH:21]=3)[C:23]([NH2:24])=[N:9]2)[CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 116880685-Iodo-2-methoxy-3-(trifluoromethyl)pyridineHCID 76821598N-((3-bromophenyl)(2-cyano-3-fluorophenyl)methylene)-2-methylpropane-2-sulfinamide

Product 1

HCID 585794811-(3-Bromophenyl)-4-fluoro-1-(6-methoxy-5-(trifluoromethyl)pyridin-3-yl)-1H-isoindol-3-amineYield 71%

Procedure

The title compound was synthesized as described for Example 14i in 71% yield, starting from N-((3-bromophenyl)(2-cyano-3-fluorophenyl)methylene)-2-methylpropane-2-sulfinamide (815 mg, 2 mmol) and 5-iodo-2-methoxy-3-(trifluoromethyl)pyridine (606 mg, 2 mmol).

Sources & evidence

ORD record
ord-a5ddfff357bb4fd7be42184f5aa93674
Source dataset
uspto-grants-2011_10
Patent number
US08030500B2

Reaction notes

Loading…