Potassium Carbonate → Methyl 2-{2-[6-(2-chlorophenoxy)-5-fluoro-pyrimidin-4-yloxy]-phenyl}-2-methoxyiminoacetate

HRID 2415642Notes

Reaction equation

C(=O)([O-])[O-].[K+].[K+].[Cl:7][C:8]1[CH:22]=[CH:21][CH:20]=[CH:19][C:9]=1[O:10][C:11]1[C:16]([F:17])=[C:15](F)[N:14]=[CH:13][N:12]=1.[OH:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[C:30](=[N:35][O:36][CH3:37])[C:31]([O:33][CH3:34])=[O:32]>C(#N)C>[Cl:7][C:8]1[CH:22]=[CH:21][CH:20]=[CH:19][C:9]=1[O:10][C:11]1[N:12]=[CH:13][N:14]=[C:15]([O:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[C:30](=[N:35][O:36][CH3:37])[C:31]([O:33][CH3:34])=[O:32])[C:16]=1[F:17]

Participants

Conditions

Temperature: 25 °C

Procedure

40 g (0.29 mol) of ground potassium carbonate and 58 g (0.24 mol) of 4-(2-chlorophenoxy)-5,6-difluoropyrimidine are added to a solution of 50 g (0.24 mol) of methyl 2-(2-hydroxyphenyl)-2-methoxyiminoacetate in 600 ml of acetonitrile, and the mixture is stirred at 25° C. for 18 hours. The reaction mixture is poured into 3 l of ice-water and the resulting solid is filtered off with suction. This gives 102 g (98.7% of theory) of methyl 2-{2-[6-(2-chlorophenoxy)-5-fluoro-pyrimidin-4-yloxy]-phenyl}-2-methoxyiminoacetate.

Workup

filtrationthe resulting solid is filtered off with suction

Sources & evidence

ORD record: ord-350f4f8ec71e49a2bc907b0576243151
Source dataset: uspto-grants-2004_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06821927B1

Reaction notes

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