Potassium Carbonate → HCID 178494144, compound

HRID 706019Notes

Reaction equation

O/[CH:2]=[C:3](\[CH2:8][C:9]1[CH:10]=[N:11][C:12]([O:15][CH3:16])=[N:13][CH:14]=1)/[C:4]([O:6]C)=O.OS(C(F)(F)F)(=O)=O.[C:25](=[NH:48])([O:27][CH2:28][CH2:29][C:30]1[CH:35]=[CH:34][C:33]([O:36][C:37]2[CH:42]=[CH:41][C:40]([Cl:43])=[C:39]([C:44]([F:47])([F:46])[F:45])[CH:38]=2)=[CH:32][CH:31]=1)[NH2:26].C([O-])([O-])=O.[K+].[K+]>CN1C(=O)CCC1>[Cl:43][C:40]1[CH:41]=[CH:42][C:37]([O:36][C:33]2[CH:34]=[CH:35][C:30]([CH2:29][CH2:28][O:27][C:25]3[NH:48][CH:2]=[C:3]([CH2:8][C:9]4[CH:10]=[N:11][C:12]([O:15][CH3:16])=[N:13][CH:14]=4)[C:4](=[O:6])[N:26]=3)=[CH:31][CH:32]=2)=[CH:38][C:39]=1[C:44]([F:45])([F:46])[F:47]

Participants

Conditions

Temperature: 160 °C

Procedure

To the solution of methyl (2E)-3-hydroxy-2-{[2-(methyloxy)-5-pyrimidinyl]methyl}-2-propenoate (177 mg, 0.789 mmol) and 2-(4-{[4-chloro-3-(trifluoromethyl)phenyl]oxy}-phenyl)ethyl imidocarbamate triflate (267 mg, 0.526 mmol) in NMP (10 mL) was added K2CO3 (218 mg, 1.577 mmol). The mixture was heated with a microwave reactor at 160° C. for 1 h. Purification via MDAP then afforded the title compound (60 mg, 21.41% yield). LCMS: rt=3.58 min, [M+H+]=532.9

Workup

customPurification via MDAP

Sources & evidence

ORD record: ord-8a084876d4dd42faae094aae8baf5949
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09174968B2

Reaction notes

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