Diethyl (ethoxymethylene)malonate → Ethyl 2-(4-fluoro-1H-pyrazol-1-yl)-4-hydroxypyrimidine-5-carboxylate
Reaction equation
Cl.[F:2][C:3]1[CH:4]=[N:5][N:6]([C:8]([NH2:10])=[NH:9])[CH:7]=1.C[O-].[Na+].C([O:16][CH:17]=[C:18]([C:24](OCC)=O)[C:19]([O:21][CH2:22][CH3:23])=[O:20])C>CCO>[F:2][C:3]1[CH:4]=[N:5][N:6]([C:8]2[N:10]=[C:17]([OH:16])[C:18]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:24][N:9]=2)[CH:7]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 28-e (2 g, 12 mmol) in EtOH was added sodium methoxide (1 g, 18 mmol) and diethyl ethoxymethylenemalonate (2.64 g, 12 mmol). The reaction was cooled to room temperature, filtered and washed with EtOH and Et2O to afford the title product, 28-f, (1.9 g, 61%).
Workup
- filtrationfiltered
- washwashed with EtOH and Et2O
Sources & evidence
- ORD record
- ord-93c23eec8f9a4e058021c389330afec4
- Source dataset
- uspto-grants-2015_07
- Patent number
- US09079930B2
Reaction notes
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