Ethyl Acetate → HCID 178507285, compound
Reaction equation
[NH2:1][C:2]1[CH:6]=[CH:5][NH:4][N:3]=1.CCO[C:10]([CH3:12])=O>>[N:1]1[CH:12]=[CH:10][CH:5]=[CH:6][C:2]=1[C:5]1[CH:6]=[C:2]([NH2:1])[NH:3][N:4]=1Participants
3
Conditions
- Temperature
- 80 °C
Procedure
The product was prepared according to general procedure for aminopyrazole synthesis (route A2). The crude product was dissolved in EtOAc, washed with NaHCO3, dried and evaporated. NMR analysis showed that a major portion of the crude mixture was still in the opened form: the mixture was then dissolved in CH3COOH and heated at 80° C. overnight, to allow for ring closure of the opened form. The product was then recovered as the acylated form, which was de-acylated stirring with HCl 6N at 60° C. overnight obtaining the title product (0.816 g, yield 60%).
Workup
- customThe product was prepared
- washwashed with NaHCO3
- customdried
- customevaporated
- dissolutionthe mixture was then dissolved in CH3COOH
- customThe product was then recovered as the acylated form, which
Sources & evidence
- ORD record
- ord-e1e270f83c994c5abcdef3e8f8684f46
- Source dataset
- uspto-grants-2012_04
- Patent number
- US08163729B2
Reaction notes
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