Potassium Carbonate → HCID 178494148, compound

HRID 706065Notes

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

Participants

Conditions

Temperature: 135 °C

Procedure

A mixture of 4-(4-fluorophenoxy)phenethyl carbamimidate (50 mg, 0.182 mmol), methyl 2-formyl-3-[2-(methyloxy)-5-pyrimidinyl]propanoate (49.0 mg, 0.219 mmol) and K2CO3 (101 mg, 0.729 mmol) in NMP (2 mL) was heated with a microwave reactor at 135° C. for 2 h. Purification via MDAP then afforded the title compound (15 mg, 18.35% yield). LCMS: rt=3.14 min, [M+H+]=449

Workup

customPurification via MDAP

Sources & evidence

ORD record: ord-2d999a1cc94b44f995d142053faab452
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09174968B2

Reaction notes

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