3'-Aminoacetophenone → HCID 86712742, compound

HRID 1779114Notes

Reaction equation

Cl[C:2]1[N:7]=[C:6]([CH2:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[CH2:16][C:17]([NH2:19])=[O:18])[C:5]([Cl:20])=[CH:4][N:3]=1.[NH2:21][C:22]1[CH:23]=[C:24]([C:28](=[O:30])[CH3:29])[CH:25]=[CH:26][CH:27]=1>CC(O)C>[C:28]([C:24]1[CH:23]=[C:22]([NH:21][C:2]2[N:7]=[C:6]([CH2:8][CH2:9][C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[CH2:16][C:17]([NH2:19])=[O:18])[C:5]([Cl:20])=[CH:4][N:3]=2)[CH:27]=[CH:26][CH:25]=1)(=[O:30])[CH3:29]

Participants

Conditions

Temperature: 150 °C

Procedure

A solution of 2-(2-(2-(2,5-dichloropyrimidin-4-yl) ethyl)phenyl)acetamide (A139) (0.158 g, 0.509 mmol) in 2-propanol (2 mL) containing 1-(3-aminophenyl)ethanone (0.138 g, 1.01 mmol) was heated under microwave irradiation at 150° C. for 2 hours. The reaction mixture was adsorbed onto silica gel and the product was purified using silica gel column chromatography (CombiFlash Rf, 12 g SiO2 Cartridge, 10-65% EtOAc in cyclohexane) to give the title compound (A141) as a white solid (0.125 g, 60%). LCMS-B: rt 6.804 min; m/z 409 [M+H]+.

Workup

customthe product was purified

Sources & evidence

ORD record: ord-85ea203d39dd4da3b9b4066afbb0873c
Source dataset: uspto-grants-2016_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09266864B2

Reaction notes

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