HCID 90100619, compound → HCID 73775012, compound

HRID 2207289Notes

Reaction equation

HRID 2207289 reaction equation
C(OC([N:8]([C:53]1[N:54]=[CH:55][S:56][CH:57]=1)[S:9]([C:12]1[C:50]([F:51])=[CH:49][C:15]([O:16][C:17]2[C:18]([C:30]3[CH:35]=[CH:34][N:33]=[C:32]([N:36]4[CH2:41][CH2:40][N:39](C(OC(C)(C)C)=O)[CH2:38][CH2:37]4)[N:31]=3)=[CH:19][C:20]([C:23]3[CH:28]=[CH:27][CH:26]=[C:25]([F:29])[CH:24]=3)=[N:21][CH:22]=2)=[C:14]([Cl:52])[CH:13]=1)(=[O:11])=[O:10])=O)(C)(C)C>FC(F)(F)C(O)=O>[Cl:52][C:14]1[C:15]([O:16][C:17]2[CH:22]=[N:21][C:20]([C:23]3[CH:28]=[CH:27][CH:26]=[C:25]([F:29])[CH:24]=3)=[CH:19][C:18]=2[C:30]2[CH:35]=[CH:34][N:33]=[C:32]([N:36]3[CH2:37][CH2:38][NH:39][CH2:40][CH2:41]3)[N:31]=2)=[CH:49][C:50]([F:51])=[C:12]([S:9]([NH:8][C:53]2[N:54]=[CH:55][S:56][CH:57]=2)(=[O:11])=[O:10])[CH:13]=1

Participants

3

Reactant 1

HCID 90100619HCID 90100619, compound

Product 1

HCID 73775012HCID 73775012, compoundYield 26.2%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

10 mg (1.0 eq) of the obtained tert-butyl 4-(4-(5-(4-(N-(tert-butoxycarbonyl)-N-(thiazol-4-yl)sulfamoyl)-2-chloro-5-fluorophenoxy)-2-(3-fluorophenyl)pyridin-4-yl)pyrimidin-2-yl)piperazin-1-carboxylate was dissolved in 0.2 oL dimethylchloride, and 0.2 mL of trifluoroacetic acid was added thereto. The mixture was reacted at room temperature for 2 hours. The solvent was removed by concentrating under reduced pressure. The residue was separated by PLC (developing solvent, dimethylchloride:methanol=15:1) to obtain 2.0 mg of 5-chloro-2-fluoro-4-((6-(3-fluorophenyl)-4-(2-(piperazin-1-yl)pyrimidin-4-yl)pyridin-3-yl)oxy)-N-(thiazol-4-yl)benzenesulfonamide.

Workup

  1. additionwas added
  2. customThe mixture was reacted at room temperature for 2 hours
  3. customThe solvent was removed
  4. concentrationby concentrating under reduced pressure
  5. customThe residue was separated by PLC (developing solvent, dimethylchloride:methanol=15:1)

Sources & evidence

ORD record
ord-aca8e78658bb447baa926e65fb9bcfcc
Source dataset
uspto-grants-2016_06
Patent number
US09376429B2

Reaction notes

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