Hydrochloric Acid → 1H-Pyrazol-5-amine,1-(2-fluoroethyl)-(9CI)

HRID 1247843Notes

Reaction equation

HRID 1247843 reaction equation
[F:1][CH2:2][CH2:3][N:4]1[C:8]([NH:9]C=O)=[CH:7][CH:6]=[N:5]1.Cl>CO>[F:1][CH2:2][CH2:3][N:4]1[C:8]([NH2:9])=[CH:7][CH:6]=[N:5]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 85666041HCID 85666041, compound

Product 1

HCID 219045531H-Pyrazol-5-amine,1-(2-fluoroethyl)-(9CI)Yield 93%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of [1-(2-fluoroethyl)-1H-pyrazol-5-yl]formamide (15.7 g) in methanol (78 ml) was added concentrated hydrochloric acid (21 ml) at room temperature. The reaction mixture was stirred for 3.5 hours and evaporated in vacuo. The residue was dissolved in ethyl acetate and washed with aqueous sodium hydrogen carbonate solution. The organic layer was dried over magnesium sulfate and concentrated in vacuo to give 1-(2-fluoroethyl)-1H-pyrazol-5-amine (12 g).

Workup

  1. customevaporated in vacuo
  2. dissolutionThe residue was dissolved in ethyl acetate
  3. washwashed with aqueous sodium hydrogen carbonate solution
  4. dry with materialThe organic layer was dried over magnesium sulfate
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-e8f5b1f3ed5345d3b0d33a8807d2cb7d
Source dataset
uspto-grants-2006_10
Patent number
US07129232B2

Reaction notes

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