Acetic Acid → HCID 86718544, compound

HRID 1485021Notes

Reaction equation

HRID 1485021 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]2[CH:20]=[C:19]([Cl:21])[N:18]=[N:17][C:16]=2[NH:22][NH2:23])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:24][C:25](O)=O.CC(OC(C)=O)=O>C([O-])(O)=O.[Na+]>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][CH:11]([NH:14][C:15]2[C:16]3[N:17]([C:24]([CH3:25])=[N:23][N:22]=3)[N:18]=[C:19]([Cl:21])[CH:20]=2)[CH2:12][CH2:13]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 7918Acetic AnhydrideHCID 86718543HCID 86718543, compound

Product 1

HCID 86718544HCID 86718544, compound

Reagents, catalysts & solvents 1

HCID 516892Sodium BicarbonateSolvent

Procedure

4-(6-Chloro-3-hydrazino-pyridazin-4-ylamino)-piperidine-1-carboxylic acid tert-butyl ester (5.33 g; 15.55 mmol) was treated with 20.0 ml AcOH and then with Ac2O (18.80 ml; 198.89 mmol). It was stirred at ambient temperature for 2 hours. The reaction mixture was diluted with half saturated NaHCO3 solution and extracted with DCM. The organic layer was dried over MgSO4 and purified by using reversed phase chromatography under basic conditions.

Workup

  1. extractionextracted with DCM
  2. dry with materialThe organic layer was dried over MgSO4
  3. custompurified

Sources & evidence

ORD record
ord-9efc0ef2e3774488bc8dbca634e663ca
Source dataset
uspto-grants-2016_08
Patent number
US09422290B2

Reaction notes

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