Hydrazine hydrate (1:1) → HCID 178432188, compound

HRID 869688Notes

Reaction equation

HRID 869688 reaction equation
[F:1][C:2]1[CH:11]=[C:10]2[C:5]([N:6]=[C:7]([CH3:17])[C:8]([C:12](=O)[CH2:13][C:14]#[N:15])=[N:9]2)=[CH:4][CH:3]=1.O.[NH2:19][NH2:20]>C(O)C.C(O)(=O)C>[F:1][C:2]1[CH:11]=[C:10]2[C:5]([N:6]=[C:7]([CH3:17])[C:8]([C:12]3[CH:13]=[C:14]([NH2:15])[NH:20][N:19]=3)=[N:9]2)=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 67395629HCID 67395629, compound

Product 1

HCID 178432188HCID 178432188, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 702EthanolSolvent

Procedure

To a suspension of 3-(7-fluoro-3-methylquinoxalin-2-yl)-3-oxopropanenitrile (48.6 g, 212 mmol) in ethanol (530 mL) and acetic acid (53 mL) was added hydrazine hydrate (79%, 19.6 mL, 318 mmol). The reaction mixture was reflux for 5 h, and then concentrated in vacuo. The residue was triturated with water and diisopropyl ether subsequently to give 3-(7-fluoro-3-methylquinoxalin-2-yl)-1H-pyrazol-5-amine. MS (APCI): m/z 244 (M+H).

Workup

  1. temperatureThe reaction mixture was reflux for 5 h
  2. concentrationconcentrated in vacuo
  3. customThe residue was triturated with water and diisopropyl ether subsequently

Sources & evidence

ORD record
ord-92cf6eac0334472fb918e34cff45200f
Source dataset
uspto-grants-2015_03
Patent number
US08969376B2

Reaction notes

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