Potassium Carbonate → HCID 17812348, compound

HRID 1280349Notes

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-256af89d6a26444fab513ca0ad989c1c
Source dataset: uspto-grants-2002_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06451740B2

Reaction notes

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