Potassium Carbonate → HCID 178494140, compound

HRID 706079Notes

Reaction equation

[C:1](=[NH:20])([O:3][CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([CH3:19])[N:14]=2)=[CH:8][CH:7]=1)[NH2:2].[CH:21]([CH:23]([CH2:28][C:29]1[CH:30]=[N:31][C:32]([O:35][CH3:36])=[N:33][CH:34]=1)[C:24](OC)=O)=[O:22].C([O-])([O-])=O.[K+].[K+]>CN1C(=O)CCC1>[CH3:36][O:35][C:32]1[N:31]=[CH:30][C:29]([CH2:28][C:23]2[C:21](=[O:22])[N:20]=[C:1]([O:3][CH2:4][CH2:5][C:6]3[CH:7]=[CH:8][C:9]([O:12][C:13]4[CH:18]=[CH:17][CH:16]=[C:15]([CH3:19])[N:14]=4)=[CH:10][CH:11]=3)[NH:2][CH:24]=2)=[CH:34][N:33]=1

Participants

Conditions

Temperature: 130 °C

Procedure

To the solution of 2-{4-[(6-methyl-2-pyridinyl)oxy]phenyl}ethyl imidocarbamate (200 mg, 0.737 mmol) and methyl 2-formyl-3-[2-(methyloxy)-5-pyrimidinyl]propanoate (182 mg, 0.811 mmol) in NMP (3 mL) was added K2CO3 (408 mg, 2.95 mmol). The mixture was heated with a microwave reactor at 130° C. for 1 h. Purification via MDAP then afforded the title compound (15 mg, 4.57% yield). LCMS: rt=2.54 min, [M+H+]=447

Workup

customPurification via MDAP

Sources & evidence

ORD record: ord-6630cbcfce4c4b4c82fd29704b9766de
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09174968B2

Reaction notes

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