HCID 58072020, compound → HCID 58071998, compound

HRID 870546Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[CH:20]=[C:19]3[C:14]([CH:15]=[CH:16][CH:17]=[N:18]3)=[C:13]([O:21][CH2:22][C@H:23]3[CH2:27][N:26]([C@@H](C4C=CC=CC=4)C)[C:25](=[O:36])[N:24]3[CH3:37])[N:12]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]>FC(F)(F)C(O)=O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[CH:20]=[C:19]3[C:14]([CH:15]=[CH:16][CH:17]=[N:18]3)=[C:13]([O:21][CH2:22][C@@H:23]3[N:24]([CH3:37])[C:25](=[O:36])[NH:26][CH2:27]3)[N:12]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

Conditions

Temperature: 160 °C

Procedure

78 mg (R)-4-[7-(3,4-Dimethoxy-phenyl)-[1,6]naphthyridine-5-yloxymethyl]-3-methyl-1-((R)-1-phenyl-ethyl)-imidazolidine-2-one (1.28) was placed in 1 mL of trifluoroacetic acid at ambient temperature. The reaction mixture was heated to 160° C. under microwave irradiation where it was maintained for 10 min. After this time the mixture was cooled to ambient temperature and concentrated under reduced pressure. Purification by silica gel chromatography (methanol/dichloromethane: 1-4%) gave the title compound.

Workup

temperaturewas maintained for 10 min
temperatureAfter this time the mixture was cooled to ambient temperature
concentrationconcentrated under reduced pressure
customPurification by silica gel chromatography (methanol/dichloromethane: 1-4%)

Sources & evidence

ORD record: ord-1e989ea4a113446d9678e4498a8f0977
Source dataset: uspto-grants-2015_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08969568B2

Reaction notes

Loading…