Potassium Carbonate → HCID 178518457, compound

HRID 474778Notes

Reaction equation

O/[CH:2]=[C:3](\[CH2:8][C:9]1[CH:10]=[N:11][CH:12]=[N:13][CH:14]=1)/[C:4]([O:6]C)=O.OS(C(F)(F)F)(=O)=O.[C:23](=[NH:46])([O:25][CH2:26][CH2:27][C:28]1[CH:33]=[CH:32][C:31]([O:34][C:35]2[CH:40]=[CH:39][C:38]([Cl:41])=[C:37]([C:42]([F:45])([F:44])[F:43])[CH:36]=2)=[CH:30][CH:29]=1)[NH2:24].C([O-])([O-])=O.[K+].[K+]>CN1C(=O)CCC1>[Cl:41][C:38]1[CH:39]=[CH:40][C:35]([O:34][C:31]2[CH:32]=[CH:33][C:28]([CH2:27][CH2:26][O:25][C:23]3[NH:46][CH:2]=[C:3]([CH2:8][C:9]4[CH:10]=[N:11][CH:12]=[N:13][CH:14]=4)[C:4](=[O:6])[N:24]=3)=[CH:29][CH:30]=2)=[CH:36][C:37]=1[C:42]([F:43])([F:44])[F:45]

Participants

Conditions

Temperature: 160 °C

Procedure

To the suspension of methyl (2E)-3-hydroxy-2-(5-pyrimidinylmethyl)-2-propenoate (302 mg, 1.557 mmol) and 2-(4-{[4-chloro-3-(trifluoromethyl)phenyl]oxy}phenyl)ethyl imidocarbamate triflate (527 mg, 1.038 mmol) in NMP (12 mL) was added K2CO3 (430 mg, 3.11 mmol). The mixture was heated with a microwave reactor at 160° C. for 1 h. Purification via MDAP then afforded the title compound (130 mg, 24.91% yield). LCMS: rt=3.43 min, [M+H+]=503

Workup

customPurification via MDAP

Sources & evidence

ORD record: ord-e3ecedf65c02486c9feb33f114b0b88a
Source dataset: uspto-grants-2014_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08637536B2

Reaction notes

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