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Methanol → HCID 18619223, compound

HRID 1862243
Notes
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Reaction equation

HRID 1862243 reaction equation
C([O:4][C:5]1[C:6]([O:11][C:12]2[CH:17]=[C:16]([N:18]3[C:23](=[O:24])[CH:22]=[C:21]([C:25]([F:28])([F:27])[F:26])[N:20]([CH3:29])[C:19]3=[O:30])[C:15]([F:31])=[CH:14][C:13]=2[Cl:32])=[N:7][CH:8]=[CH:9][CH:10]=1)(=O)C.C(=O)([O-])[O-].[K+].[K+].CO>C(O)(=O)C>[Cl:32][C:13]1[CH:14]=[C:15]([F:31])[C:16]([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:17][C:12]=1[O:11][C:6]1[C:5]([OH:4])=[CH:10][CH:9]=[CH:8][N:7]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 887MethanolHCID 11430Potassium CarbonateHCID 18619141HCID 18619141, compound

Product 1

HCID 18619223HCID 18619223, compoundYield 71.3%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 100 mg of 3-acetoxy-2-{2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy}pyridine, 15 mg of potassium carbonate and 1 ml of methanol was stirred for 3 hours at room temperature. The reaction solution was poured into ice water, then, to this was poured acetic acid. The precipitated crystals were collected by filtration to obtain 65 mg of 2-{2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy}-3-hydroxypyridine

Workup

  1. filtrationThe precipitated crystals were collected by filtration

Sources & evidence

ORD record
ord-0ac8bdd691874568b6dbd67a491d6631
Source dataset
uspto-grants-2003_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06537948B1

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes