Hydrazine hydrate (1:1) → HCID 71724741, compound

HRID 1526372Notes

Reaction equation

HRID 1526372 reaction equation
[CH:1]1([CH:4]([N:6]2[CH:11]=[C:10]([C:12]3[CH:16]=[CH:15][N:14]([CH3:17])[N:13]=3)[C:9](OC)=[C:8]([C:20]#[N:21])[C:7]2=[O:22])[CH3:5])[CH2:3][CH2:2]1.O.[NH2:24][NH2:25]>C(O)C>[NH2:21][C:20]1[C:8]2[C:7](=[O:22])[N:6]([CH:4]([CH:1]3[CH2:3][CH2:2]3)[CH3:5])[CH:11]=[C:10]([C:12]3[CH:16]=[CH:15][N:14]([CH3:17])[N:13]=3)[C:9]=2[NH:25][N:24]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 117770786HCID 117770786, compound

Product 1

HCID 71724741HCID 71724741, compoundYield 59.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of 1-(1-cyclopropylethyl)-4-methoxy-5-(1-methyl-1H-pyrazol-3-yl)-2-oxo-1,2-dihydropyridine-3-carbonitrile obtained in Step C of Example 163 (22 mg), hydrazine monohydrate (18 mg) and ethanol (2 mL) was stirred at 90° C. for 1 hr. The reaction mixture was cooled to room temperature, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (basic silica gel, hexane/ethyl acetate). The residue was crystallized from ethyl acetate/hexane to give the title compound (13 mg).

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. customthe solvent was evaporated under reduced pressure
  3. customThe residue was purified by silica gel column chromatography (basic silica gel, hexane/ethyl acetate)
  4. customThe residue was crystallized from ethyl acetate/hexane

Sources & evidence

ORD record
ord-8be06b1bb88e4e8aa606bdf6cae3d6c1
Source dataset
uspto-grants-2015_07
Patent number
US09085578B2

Reaction notes

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