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Potassium Carbonate → HCID 178494136, compound

HRID 474846
Notes
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Reaction equation

HRID 474846 reaction equation
[C:1](=[NH:21])([O:3][CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][C:13]2[CH:18]=[CH:17][C:16]([CH3:19])=[C:15]([Cl:20])[CH:14]=2)=[CH:8][CH:7]=1)[NH2:2].[CH:22]([CH:24]([CH2:29][C:30]1[CH:31]=[N:32][C:33]([O:36][CH3:37])=[N:34][CH:35]=1)[C:25](OC)=O)=[O:23].C([O-])([O-])=O.[K+].[K+]>CN1C(=O)CCC1>[Cl:20][C:15]1[CH:14]=[C:13]([O:12][C:9]2[CH:8]=[CH:7][C:6]([CH2:5][CH2:4][O:3][C:1]3[NH:2][CH:25]=[C:24]([CH2:29][C:30]4[CH:31]=[N:32][C:33]([O:36][CH3:37])=[N:34][CH:35]=4)[C:22](=[O:23])[N:21]=3)=[CH:11][CH:10]=2)[CH:18]=[CH:17][C:16]=1[CH3:19]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 677748782-{4-[(3-Chloro-4-methylphenyl)oxy]phenyl}ethyl imidocarbamateHCID 86666188Methyl 2-formyl-3-(2-methoxypyrimidin-5-yl)propanoate

Product 1

HCID 178494136HCID 178494136, compoundYield 2.33%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidone
Solvent

Conditions

Temperature
130 °C

Procedure

To the solution of 2-{4-[(3-chloro-4-methylphenyl)oxy]phenyl}ethyl imidocarbamate (150 mg, 0.359 mmol) and methyl 2-formyl-3-[2-(methyloxy)-5-pyrimidinyl]propanoate (89 mg, 0.395 mmol) in NMP (2 mL), was added K2CO3 (198 mg, 1.436 mmol). The mixture was heated with a microwave reactor at 130° C. for 1 h. Purification via MDAP then afforded the title compound (4 mg, 2.33% yield). LCMS: rt=3.54 min, [M+H+]=479

Workup

  1. customPurification via MDAP

Sources & evidence

ORD record
ord-191beb2761684c0bb751823cbe505e1c
Source dataset
uspto-grants-2014_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08637536B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes