Hydrazine hydrate (1:1) → HCID 178498886, compound
Reaction equation
[CH3:1][CH:2]([CH3:10])[C:3](=O)[CH2:4][C:5]([O:7][CH3:8])=[O:6].COC(OC)[N:14]([CH3:16])C.O.[NH2:20]N>>[CH3:1][CH:2]([C:3]1[C:4]([C:5]([O:7][CH3:8])=[O:6])=[CH:16][NH:14][N:20]=1)[CH3:10]Participants
4
Procedure
Using methyl 4-methyl-3-oxopentanoate (2.9 g), dimethylformamide dimethylacetal (2.8 mL) and hydrazine monohydrate (1.1 mL) and in the same manner as in Example 1(3), a crude product of methyl 3-(1-methylethyl)-1H-pyrazole-4-carboxylate was obtained. This was dissolved in dimethylformamide (30 ml), potassium carbonate (4.2 g) and 2-chloro-5-trifluoromethylpyridine (3.6 g) were added, and the mixture was stirred at 100° C. for 2 hr. In the same manner as in an Example 1(4), the title object compound (4.6 g, 73%) was obtained as a white solid.
Sources & evidence
- ORD record
- ord-7b4d31d807864ec198bd2031e79b59b9
- Source dataset
- uspto-grants-2013_05
- Patent number
- US08436043B2
Reaction notes
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