Reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1CC#N)([O-:3])=[O:2].[CH3:13][O:14][C:15]1[CH:20]=[C:19]([O:21][CH3:22])[N:18]=[C:17]([CH2:23][C:24]#[N:25])[N:16]=1>>[CH3:13][O:14][C:15]1[CH:20]=[C:19]([O:21][CH3:22])[N:18]=[C:17]([CH:23]([C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N+:1]([O-:3])=[O:2])[C:24]#[N:25])[N:16]=1Participants
Procedure
The compound of the general formula (II) can be produced, for example, as follows. A 2-nitrophenylacetonitrile derivative is reacted with a 2-halogeno- or alkylsulfonyl-4,6-dimethoxypyrimidine in the presence of a base, or a 2-halogeno-nitrobenzene derivative is reacted with 2-(4,6-dimethoxypyrimidine-2-yl)acetonitrile in the presence of a base, to obtain 2-(4,6-dimethoxypyrimidine-2-yl)-2-(2-nitrophenyl)acetonitrile (IV). The compound (IV) is subjected to oxidative decyanation to obtain a compound of the general formula (V). The nitro group of the compound (V) is reduced to convert it into an amino group to obtain a compound of the general formula (VI). The carbonyl group of the compound (VI) is reduced to a hydroxymethyl group to obtain a compound of the general formula (II).
Sources & evidence
- ORD record
- ord-7238791e9d514707962d083a4d051e8a
- Source dataset
- uspto-grants-2002_10
- Patent number
- US06458748B1
Linked notes
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