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Pyruvic Acid → HCID 178432270, compound

HRID 1056243
Notes
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Reaction equation

HRID 1056243 reaction equation
[NH2:1][C:2]1[C:3]([Cl:9])=[N:4][CH:5]=[CH:6][C:7]=1[NH2:8].[C:10](O)(=[O:14])[C:11]([CH3:13])=O>CO>[Cl:9][C:3]1[C:2]2=[N:1][C:10]([OH:14])=[C:11]([CH3:13])[N:8]=[C:7]2[CH:6]=[CH:5][N:4]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 1060Pyruvic AcidHCID 2857362-Chloropyridine-3,4-diamine

Product 1

HCID 178432270HCID 178432270, compoundYield 65.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of 3,4-diamino-2-chloropyridine (2.1 g, 14.63 mmol) (Sigma Aldich) and pyruvic acid (1.22 mL, 17.55 mmol) (Acros, New Jersey) in MeOH (40 mL) in a sealed glass tube was heated at 50° C. for 2 h. The mixture was cooled to RT and the solvent was removed in vacuo. The residue was triturated with ether and the suspension was filtered to give 1.88 g of crude product. MS (ESI, pos. ion) m/z: 196.1 (M+1).

Workup

  1. temperatureThe mixture was cooled to RT
  2. customthe solvent was removed in vacuo
  3. customThe residue was triturated with ether
  4. filtrationthe suspension was filtered

Sources & evidence

ORD record
ord-5c3cc1e123fc447d8c33780bcb59abdc
Source dataset
uspto-grants-2016_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09394297B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes