4-Methylthiazole-5-carboxaldehyde → HCID 178433535, compound

HRID 2202633Notes

Reaction equation

HRID 2202633 reaction equation
[NH2:1][C:2]1[NH:6][N:5]=[C:4]([NH:7][C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([Cl:14])[CH:9]=2)[C:3]=1[C:15]([NH2:17])=[O:16].[CH3:18][C:19]1[N:20]=[CH:21][S:22][C:23]=1[CH:24]=O>CCO.N1CCCCC1>[Cl:14][C:10]1[CH:9]=[C:8]([NH:7][C:4]2[C:3]([C:15]([NH2:17])=[O:16])=[C:2]([N:1]=[CH:24][C:23]3[S:22][CH:21]=[N:20][C:19]=3[CH3:18])[NH:6][N:5]=2)[CH:13]=[CH:12][CH:11]=1

Participants

5

Reactant 2

HCID 5813394-Methylthiazole-5-carboxaldehydeHCID 866989565-amino-3-((3-chlorophenyl)amino)-1H-pyrazole-4-carboxamide

Product 1

HCID 178433535HCID 178433535, compound

Reagents, catalysts & solvents 2

HCID 8082PiperidineCatalystHCID 702EthanolSolvent

Procedure

5-amino-3-((3-chlorophenyl)amino)-1H-pyrazole-4-carboxamide was suspended in EtOH and 4-methyl-5-thiazolecarboxaldehyde (1 eq.) and piperidine (1 drop) were added. Stirred at reflux until intermediate was absent (HPLC). After reaction was complete (18 hrs) it was brought to room temperature and filtered to obtain B62 as a yellow powder. Powder was washed with EtOH. Product was allowed to dry under vacuum for 1 hr.

Workup

  1. temperatureat reflux until intermediate
  2. customAfter reaction
  3. custom(18 hrs) it
  4. customwas brought to room temperature
  5. filtrationfiltered
  6. customto obtain B62 as a yellow powder
  7. washPowder was washed with EtOH
  8. customto dry under vacuum for 1 hr

Sources & evidence

ORD record
ord-4afb991cb6564b6eafc8962587c7e48a
Source dataset
uspto-grants-2016_06
Patent number
US09365556B2

Reaction notes

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