Water → tert-Butyl ({4-[4-chloro-2-(2-formylpyridin-4-yl)phenoxy]-2,5-difluorophenyl}sulfonyl)1,3-thiazol-4-ylcarbamate

HRID 1692359Notes

Reaction equation

HRID 1692359 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([OH:16])=[C:6]([C:8]2[CH:13]=[CH:12][N:11]=[C:10]([CH:14]=[O:15])[CH:9]=2)[CH:7]=1.[S:17]1[CH:21]=[C:20]([N:22]([S:30]([C:33]2[CH:38]=[C:37]([F:39])[C:36](F)=[CH:35][C:34]=2[F:41])(=[O:32])=[O:31])[C:23](=[O:29])[O:24][C:25]([CH3:28])([CH3:27])[CH3:26])[N:19]=[CH:18]1.C(=O)([O-])[O-].[K+].[K+].O>CS(C)=O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:16][C:36]2[C:37]([F:39])=[CH:38][C:33]([S:30]([N:22]([C:20]3[N:19]=[CH:18][S:17][CH:21]=3)[C:23](=[O:29])[O:24][C:25]([CH3:28])([CH3:27])[CH3:26])(=[O:32])=[O:31])=[C:34]([F:41])[CH:35]=2)=[C:6]([C:8]2[CH:13]=[CH:12][N:11]=[C:10]([CH:14]=[O:15])[CH:9]=2)[CH:7]=1

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 59436528tert-Butyl 1,3-thiazol-4-yl[(2,4,5-trifluorophenyl)sulfonyl]carbamateHCID 1360636234-(5-Chloro-2-hydroxyphenyl)pyridine-2-carbaldehyde

Product 1

HCID 59436611tert-Butyl ({4-[4-chloro-2-(2-formylpyridin-4-yl)phenoxy]-2,5-difluorophenyl}sulfonyl)1,3-thiazol-4-ylcarbamate

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

4-(5-Chloro-2-hydroxyphenyl)pyridine-2-carbaldehyde, (Preparation 880, 0.3 g, 0.0013 mol) and tert-butyl 1,3-thiazol-4-yl[(2,4,5-trifluorophenyl)sulfonyl]carbamate, (Preparation 297, 0.456 g, 0.0012 mol) were dissolved in dimethyl sulfoxide (5 mL) and potassium carbonate (0.355 g, 0.0026 mol) was added and reaction allowed to stir at room temperature for 2 hours. Water (10 mL) was added to the reaction, the resultant white precipitate was filtered off and dried in vacuo to give the title compound as a white solid (0.658 g).

Workup

  1. customreaction
  2. filtrationthe resultant white precipitate was filtered off
  3. customdried in vacuo

Sources & evidence

ORD record
ord-7c60672dfda045498bec772237b6f3b6
Source dataset
uspto-grants-2012_04
Patent number
US08153814B2

Reaction notes

Loading…