Ammonia → 6-Chloro-5-(2-chloro-5-methoxy-phenoxy)-pyrimidin-4-ylamine
Reaction equation
[NH3:1].[Cl:2][C:3]1[C:8]([O:9][C:10]2[CH:15]=[C:14]([O:16][CH3:17])[CH:13]=[CH:12][C:11]=2[Cl:18])=[C:7](Cl)[N:6]=[CH:5][N:4]=1>C(O)C>[Cl:2][C:3]1[N:4]=[CH:5][N:6]=[C:7]([NH2:1])[C:8]=1[O:9][C:10]1[CH:15]=[C:14]([O:16][CH3:17])[CH:13]=[CH:12][C:11]=1[Cl:18]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- -78 °C
Procedure
About 500 ml of NH3 were conducted at -78° C. into a solution of 9.9 g of 4,6-dichloro-5-(2-chloro-5-methoxy-phenoxy)-pyrimidine from Example 1e) in 400 ml of ethanol. Thereafter, the reaction mixture was stirred at -78° C. for 15 hours and at room temperature for 50 hours and finally evaporated. The residue was partitioned between ethyl acetate and water and the organic phase was worked-up. 8.53 g of 6-chloro-5-(2-chloro-5-methoxy-phenoxy)-pyrimidin-4-ylamine were thus obtained as yellow crystals. MS: 285 (M).
Workup
- customfinally evaporated
- customThe residue was partitioned between ethyl acetate and water
Sources & evidence
- ORD record
- ord-252be7112c9a4953a96efe6692e43e3a
- Source dataset
- uspto-grants-1998_11
- Patent number
- US05837708
Reaction notes
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