Potassium Carbonate → HCID 17812348, compound

HRID 433701Notes

Reaction equation

[C:1]([C:3]1[CH:16]=[C:15]([F:17])[C:14]([N:18]2[C:23](=[O:24])[CH:22]=[C:21]([C:25]([F:28])([F:27])[F:26])[N:20]([CH3:29])[C:19]2=[O:30])=[CH:13][C:4]=1[O:5][C:6]1[CH:7]=[C:8]([OH:12])[CH:9]=[CH:10][CH:11]=1)#[N:2].Br[CH2:32][C:33]([O:35][CH3:36])=[O:34].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[C:1]([C:3]1[CH:16]=[C:15]([F:17])[C:14]([N:18]2[C:23](=[O:24])[CH:22]=[C:21]([C:25]([F:27])([F:28])[F:26])[N:20]([CH3:29])[C:19]2=[O:30])=[CH:13][C:4]=1[O:5][C:6]1[CH:7]=[C:8]([CH:9]=[CH:10][CH:11]=1)[O:12][CH2:32][C:33]([O:35][CH3:36])=[O:34])#[N:2]

Participants

Conditions

Temperature: 60 °C

Procedure

32 mg of 3-{2-cyano-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy}phenol (described later, produced in Intermediate Production Example 9) was dissolved in 0.5 ml of acetonitrile, and to this 13 mg of methyl bromoacetate and 13 mg of anhydrous potassium carbonate were added, then, the mixtures was stirred for 1.5 hours at 60° C. The reaction solution was cooled to room temperature, then, the reaction solution was subjected to silica gel column chromatography to obtain 26 mg of methyl [3-{2-cyano-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy}phenoxy]acetate [Compound 5-22 of the present invention].

Workup

customproduced in Intermediate Production Example 9)
temperatureThe reaction solution was cooled to room temperature

Sources & evidence

ORD record: ord-75eb01faa6a04062b9e6bb7ed0b8b992
Source dataset: uspto-grants-2003_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06667413B2

Reaction notes

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