Potassium Carbonate → HCID 178426746, compound

HRID 474845Notes

Reaction equation

HRID 474845 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][CH:33]=[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:35]=[N:34][CH:33]=[N:32][CH:31]=4)[C:22](=[O:23])[N:21]=3)=[CH:11][CH:10]=2)[CH:18]=[CH:17][C:16]=1[CH3:19]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 677748782-{4-[(3-Chloro-4-methylphenyl)oxy]phenyl}ethyl imidocarbamateHCID 86666186Methyl 2-formyl-3-(pyrimidin-5-yl)propanoate

Product 1

HCID 178426746HCID 178426746, compoundYield 6.83%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

Prepared in a manner similar to that described for E149 using 2-{4-[(3-chloro-4-methylphenyl)oxy]phenyl}ethyl imidocarbamate (150 mg, 0.359 mmol) and methyl 2-formyl-3-(5-pyrimidinyl)propanoate (84 mg, 0.431 mmol) and K2CO3 (198 mg, 1.436 mmol) in NMP (2 ml), to afford the title compound (11 mg, 6.83% yield). LCMS: rt=3.33 min, [M+H+]=449

Workup

  1. customPrepared in a manner similar to

Sources & evidence

ORD record
ord-c17c3cc11d004ebaa49e8881db42749c
Source dataset
uspto-grants-2014_01
Patent number
US08637536B2

Reaction notes

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