Potassium Carbonate → HCID 178518453, compound

HRID 706021Notes

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.[C:15](=[NH:37])([O:17][CH2:18][CH2:19][C:20]1[CH:25]=[CH:24][C:23]([O:26][C:27]2[CH:32]=[CH:31][CH:30]=[C:29]([C:33]([F:36])([F:35])[F:34])[CH:28]=2)=[CH:22][CH:21]=1)[NH2:16].C([O-])([O-])=O.[K+].[K+]>CN1C(=O)CCC1>[O:6]=[C:4]1[C:3]([CH2:8][C:9]2[CH:10]=[N:11][CH:12]=[N:13][CH:14]=2)=[CH:2][NH:37][C:15]([O:17][CH2:18][CH2:19][C:20]2[CH:21]=[CH:22][C:23]([O:26][C:27]3[CH:32]=[CH:31][CH:30]=[C:29]([C:33]([F:34])([F:35])[F:36])[CH:28]=3)=[CH:24][CH:25]=2)=[N:16]1

Participants

Conditions

Temperature: 160 °C

Procedure

To the suspension of methyl (2E)-3-hydroxy-2-(5-pyrimidinylmethyl)-2-propenoate (105 mg, 0.542 mmol) and 2-(4-{[3-(trifluoromethyl)phenyl]oxy}phenyl)ethyl imidocarbamate (171 mg, 0.361 mmol) in NMP (4 mL) was added K2CO3 (150 mg, 1.084 mmol). The mixture was heated with a microwave reactor at 160° C. for 1 h. Purification via MDAP then afforded the title compound (48 mg, 28.4% yield). LCMS: rt=3.258 min, [M+H+]=469

Workup

customPurification via MDAP

Sources & evidence

ORD record: ord-f6e4c8c691ab43f3921692438a619465
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09174968B2

Reaction notes

Loading…