5-Chlorothiophene-2-sulfonyl chloride → 5-Chloro-thiophene-2-sulfonic acid[5-chloro-2-(2-fluoro-6-methoxy-benzoyl)-pyridin-3-yl]-amide

HRID 1438529Notes

Reaction equation

HRID 1438529 reaction equation
[NH2:1][C:2]1[C:3]([C:9]([C:11]2[C:16]([O:17][CH3:18])=[CH:15][CH:14]=[CH:13][C:12]=2[F:19])=[O:10])=[N:4][CH:5]=[C:6]([Cl:8])[CH:7]=1.[Cl:20][C:21]1[S:25][C:24]([S:26](Cl)(=[O:28])=[O:27])=[CH:23][CH:22]=1>>[Cl:8][C:6]1[CH:7]=[C:2]([NH:1][S:26]([C:24]2[S:25][C:21]([Cl:20])=[CH:22][CH:23]=2)(=[O:28])=[O:27])[C:3]([C:9](=[O:10])[C:11]2[C:16]([O:17][CH3:18])=[CH:15][CH:14]=[CH:13][C:12]=2[F:19])=[N:4][CH:5]=1

Participants

3

Reactant 2

HCID 27339255-Chlorothiophene-2-sulfonyl chlorideHCID 57942274(3-Amino-5-chloro-pyridin-2-yl)-(2-fluoro-6-methoxy-phenyl)-methanone

Product 1

HCID 579423135-Chloro-thiophene-2-sulfonic acid[5-chloro-2-(2-fluoro-6-methoxy-benzoyl)-pyridin-3-yl]-amide

Procedure

(3-Amino-5-chloro-pyridin-2-yl)-(2-fluoro-6-methoxy-phenyl)-methanone (50 mg, 0.178 mmol) and 5-chloro-thiophene-2-sulfonyl chloride (85 mg, 0.392 mmol) were reacted according to the procedure described in example 94. The crude product was purified by flash chromatography on silica gel using Combi-flash and pure product fractions were dried under reduced pressure to provide 5-chloro-thiophene-2-sulfonic acid [5-chloro-2-(2-fluoro-6-methoxy-benzoyl)-pyridin-3-yl]-amide. MS m/z: 460.9 (M+H).

Workup

  1. customThe crude product was purified by flash chromatography on silica gel using Combi-flash and pure product fractions
  2. customwere dried under reduced pressure

Sources & evidence

ORD record
ord-0e3ddf4485204c9ebdec6c2cb9dbc249
Source dataset
uspto-grants-2009_11
Patent number
US07622583B2

Reaction notes

Loading…