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

HRID 1402064Notes

Reaction equation

HRID 1402064 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-7ef7e760ec1d4358bde70988e788be46
Source dataset
uspto-grants-2014_12
Patent number
US08907101B2

Reaction notes

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