Potassium Carbonate → HCID 178480217, compound

HRID 706017Notes

Reaction equation

O/[CH:2]=[C:3](/[CH2:8][C:9]1[CH:10]=[N:11][N:12]([CH3:14])[CH:13]=1)\[C:4]([O:6]C)=O.[C:15](=[NH:38])([O:17][CH2:18][CH2:19][C:20]1[CH:25]=[CH:24][C:23]([O:26][C:27]2[CH:32]=[CH:31][C:30]([Cl:33])=[C:29]([C:34]([F:37])([F:36])[F:35])[CH:28]=2)=[CH:22][CH:21]=1)[NH2:16].[C:39]([O-:42])([O-])=[O:40].[K+].[K+]>C1(C)C=CC=CC=1>[F:35][C:34]([F:37])([F:36])[C:39]([OH:42])=[O:40].[Cl:33][C:30]1[CH:31]=[CH:32][C:27]([O:26][C:23]2[CH:24]=[CH:25][C:20]([CH2:19][CH2:18][O:17][C:15]3[NH:38][CH:2]=[C:3]([CH2:8][C:9]4[CH:10]=[N:11][N:12]([CH3:14])[CH:13]=4)[C:4](=[O:6])[N:16]=3)=[CH:21][CH:22]=2)=[CH:28][C:29]=1[C:34]([F:35])([F:36])[F:37]

Participants

Conditions

Temperature: 130 °C

Procedure

To a suspension of methyl (2Z)-3-hydroxy-2-[(1-methyl-1H-pyrazol-4-yl)methyl]-2-propenoate (125 mg, 0.636 mmol) and 2-(4-{[4-chloro-3-(trifluoromethyl)phenyl]oxy}-phenyl)ethyl imidocarbamate (190 mg, 0.530 mmol) in toluene (4 mL) was added K2CO3 (220 mg, 1.589 mmol). The mixture was heated with a microwave reactor at 130° C. for 1 h. Purification via MDAP then afforded the title compound (55 mg, 16.78% yield). LCMS: rt=3.45 min, [M+H+]=505

Workup

customPurification via MDAP

Sources & evidence

ORD record: ord-b559cd8efe454365a7d5da7f4e5fb255
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09174968B2

Reaction notes

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