Potassium Carbonate → HCID 178480215, compound

HRID 474840Notes

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])=[CH:17][CH:18]=2)=[CH:8][CH:7]=1)[NH2:2].[CH:24]([CH:26]([CH2:31][C:32]1[CH:33]=[N:34][N:35]([CH3:37])[CH:36]=1)[C:27](OC)=O)=[O:25].C([O-])([O-])=O.[K+].[K+]>CN1C(=O)CCC1>[CH3:37][N:35]1[CH:36]=[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:22])([F:21])[F:20])=[CH:17][CH:18]=4)=[CH:10][CH:11]=3)[NH:2][CH:27]=2)[CH:33]=[N:34]1

Participants

Conditions

Temperature: 130 °C

Procedure

To the solution of 2-(4-{[6-(trifluoromethyl)-3-pyridinyl]oxy}phenyl)ethyl imidocarbamate (200 mg, 0.456 mmol) and methyl 2-formyl-3-(1-methyl-1H-pyrazol-4-yl)propanoate (107 mg, 0.548 mmol) in NMP (3 mL) was added K2CO3 (252 mg, 1.825 mmol). The mixture was heated with a microwave reactor at 130° C. for 0.5 h. Purification via MDAP then afforded the title compound (53 mg, 0.112 mmol, 24.64% yield). LCMS: rt=2.92 min, [M+H+]=472

Workup

customPurification via MDAP

Sources & evidence

ORD record: ord-8cb0e80ed44047daa2c491751dc169f2
Source dataset: uspto-grants-2014_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08637536B2

Reaction notes

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