Potassium Carbonate → HCID 178494149, compound

HRID 474855Notes

Reaction equation

[C:1](=[NH:24])([O:3][CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][C:13]2[CH:18]=[C:17]([C:19]([F:22])([F:21])[F:20])[CH:16]=[C:15]([Cl:23])[CH:14]=2)=[CH:8][CH:7]=1)[NH2:2].[CH:25]([CH:27]([CH2:32][C:33]1[CH:34]=[N:35][C:36]([O:39][CH3:40])=[N:37][CH:38]=1)[C:28](OC)=O)=[O:26].C([O-])([O-])=O.[K+].[K+]>CN1C(=O)CCC1>[Cl:23][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:28]=[C:27]([CH2:32][C:33]4[CH:34]=[N:35][C:36]([O:39][CH3:40])=[N:37][CH:38]=4)[C:25](=[O:26])[N:24]=3)=[CH:11][CH:10]=2)[CH:18]=[C:17]([C:19]([F:21])([F:22])[F:20])[CH:16]=1

Participants

Conditions

Temperature: 130 °C

Procedure

To the solution of 2-(4-{[3-chloro-5-(trifluoromethyl)phenyl]oxy}phenyl)ethyl imidocarbamate (230 mg, 0.488 mmol) and methyl 2-formyl-3-[2-(methyloxy)-5-pyrimidinyl]propanoate (131 mg, 0.585 mmol) in NMP (3 mL) was added K2CO3 (270 mg, 1.950 mmol). The mixture was heated with a microwave reactor at 130° C. for 1 h. Purification via MDAP then afforded the title compound (38 mg, 0.071 mmol, 14.63% yield). LCMS: rt=3.68 min, [M+H+]=533

Workup

customPurification via MDAP

Sources & evidence

ORD record: ord-58a90e67c4f9466cb6c2b487aa566018
Source dataset: uspto-grants-2014_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08637536B2

Reaction notes

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