Hydrazine hydrate (1:1) → HCID 86718543, compound

HRID 1485020Notes

Reaction equation

HRID 1485020 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]=2Cl)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].O.[NH2:24][NH2:25]>CCO>[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:24][NH2:25])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 86718542HCID 86718542, compound

Product 1

HCID 86718543HCID 86718543, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
70 °C

Procedure

4-(3,6-Dichloro-pyridazin-4-ylamino)-piperidine-1-carboxylic acid tert-butyl ester (9.73 g; 28.03 mmol) was dissolved in 20 ml EtOH and treated with Hydrazine Hydrate (14.03 g; 280.33 mmol). It was stirred at 70° C. for 16 hours. Two peaks with product mass detected via HPLC-MS. The reaction mixture was extracted with aqueous NaHCO3 solution and DCM. The organic phase was dried and evaporated to dryness. The crude product was purified by using reversed phase chromatography under acid conditions.

Workup

  1. extractionThe reaction mixture was extracted with aqueous NaHCO3 solution and DCM
  2. customThe organic phase was dried
  3. customevaporated to dryness
  4. customThe crude product was purified

Sources & evidence

ORD record
ord-deecf8fbdf614e518a49e72dc3e94670
Source dataset
uspto-grants-2016_08
Patent number
US09422290B2

Reaction notes

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