Potassium Carbonate → HCID 178494150, compound

HRID 474843Notes

Reaction equation

HRID 474843 reaction equation
[C:1](=[NH:23])([O:3][CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][C:13]2[CH:14]=[N:15][C:16]([C:19]([F:22])([F:21])[F:20])=[N:17][CH:18]=2)=[CH:8][CH:7]=1)[NH2:2].[CH:24]([CH:26]([CH2:31][C:32]1[CH:33]=[N:34][C:35]([O:38][CH3:39])=[N:36][CH:37]=1)[C:27](OC)=O)=[O:25].C([O-])([O-])=O.[K+].[K+]>CN1C(=O)CCC1>[CH3:39][O:38][C:35]1[N:34]=[CH:33][C:32]([CH2:31][C:26]2[C:24](=[O:25])[N:23]=[C:1]([O:3][CH2:4][CH2:5][C:6]3[CH:7]=[CH:8][C:9]([O:12][C:13]4[CH:14]=[N:15][C:16]([C:19]([F:21])([F:22])[F:20])=[N:17][CH:18]=4)=[CH:10][CH:11]=3)[NH:2][CH:27]=2)=[CH:37][N:36]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 677751582-(4-{[2-(Trifluoromethyl)-5-pyrimidinyl]oxy}phenyl)ethyl imidocarbamateHCID 86666188Methyl 2-formyl-3-(2-methoxypyrimidin-5-yl)propanoate

Product 1

HCID 178494150HCID 178494150, compoundYield 3.04%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

The same procedure as E121 from 2-(4-{[2-(trifluoromethyl)-5-pyrimidinyl]oxy}phenyl)ethyl imidocarbamate (60 mg, 0.184 mmol), methyl 2-formyl-3-[2-(methyloxy)-5-pyrimidinyl]propanoate (49.5 mg, 0.221 mmol) and K2CO3 (102 mg, 0.736 mmol) in NMP (1 mL), except that the temperature was 130° C. and the reaction time was 1 h, to afford the title compound (2.8 mg, 5.60 μmol, 3.04% yield). LCMS: rt=1.29 min, [M+H+]=501

Workup

  1. customwas 130° C.

Sources & evidence

ORD record
ord-91231846f790471fb90b8160d32ef6aa
Source dataset
uspto-grants-2014_01
Patent number
US08637536B2

Reaction notes

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