HCID 18423149, compound → 3-[6-{4-[2,6-Dimethoxypyrimidin-4-yl]piperazin-1-yl}-5-phenyl-2-(trifluoromethyl)pyrimidin-4-yl]benzenesulfonamide

HRID 251422Notes

Reaction equation

HRID 251422 reaction equation
Cl[C:2]1[N:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[N:5]=[C:4]([C:12]2[CH:13]=[C:14]([S:18]([NH2:21])(=[O:20])=[O:19])[CH:15]=[CH:16][CH:17]=2)[C:3]=1[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.[CH3:28][O:29][C:30]1[N:35]=[C:34]([O:36][CH3:37])[CH:33]=[C:32]([N:38]2[CH2:43][CH2:42][NH:41][CH2:40][CH2:39]2)[N:31]=1>N1C=CC=CC=1>[CH3:28][O:29][C:30]1[N:31]=[C:32]([N:38]2[CH2:43][CH2:42][N:41]([C:2]3[N:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[N:5]=[C:4]([C:12]4[CH:13]=[C:14]([S:18]([NH2:21])(=[O:20])=[O:19])[CH:15]=[CH:16][CH:17]=4)[C:3]=3[C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[CH2:40][CH2:39]2)[CH:33]=[C:34]([O:36][CH3:37])[N:35]=1

Participants

4

Reactant 2

HCID 18423149HCID 18423149, compoundHCID 866136213-[6-Chloro-5-phenyl-2-(trifluoromethyl)pyrimidin-4-yl]benzenesulfonamide

Product 1

HCID 250043703-[6-{4-[2,6-Dimethoxypyrimidin-4-yl]piperazin-1-yl}-5-phenyl-2-(trifluoromethyl)pyrimidin-4-yl]benzenesulfonamide

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 3-[6-chloro-5-phenyl-2-(trifluoromethyl)pyrimidin-4-yl]benzenesulfonamide (0.1 g, 0.242 mmol) in pyridine (1.5 ml) was treated with 2,4-dimethoxy-6-piperazin-1-ylpyrimidine (0.081 g, 0.363 mmol) and the reaction mixture was stirred for 8 hours. Subsequently the reaction mixture was poured onto ice-cold water and extracted with ethyl acetate (25 ml). The organic layer was washed with brine and evaporated to furnish the title compound. 1H-NMR (CDCl3) δ: 3.39-3.41 (m, 4H), 3.51-3.52 (m, 4H), 3.87-3.88 (s, 6H), 7.07-7.09 (d, 2H), 7.20-7.26 (m, 3H), 7.30-7.32 (m, 1H), 7.47-7.61 (t, 1H), 7.64 (s, 1H), 7.82-7.87 (m, 2H). MS m/z: 601.8 (M+).

Workup

  1. additionSubsequently the reaction mixture was poured onto ice-cold water
  2. extractionextracted with ethyl acetate (25 ml)
  3. washThe organic layer was washed with brine
  4. customevaporated

Sources & evidence

ORD record
ord-9c98428724d04aa89373a90da9fe8b51
Source dataset
uspto-grants-2011_01
Patent number
US07863446B2

Reaction notes

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