Sodium ethoxide → HCID 51347689, compound

HRID 591241Notes

Reaction equation

[F:1][C:2]1[CH:3]=[C:4]([NH:13][C:14]2[N:19]3[N:20]=[C:21](S(C)(=O)=O)[N:22]=[C:18]3[N:17]=[C:16]([CH3:27])[CH:15]=2)[CH:5]=[C:6]([F:12])[C:7]=1[C:8]([F:11])([F:10])[F:9].[O-:28][CH2:29][CH3:30].[Na+]>C(O)C>[F:1][C:2]1[CH:3]=[C:4]([NH:13][C:14]2[N:19]3[N:20]=[C:21]([O:28][CH2:29][CH3:30])[N:22]=[C:18]3[N:17]=[C:16]([CH3:27])[CH:15]=2)[CH:5]=[C:6]([F:12])[C:7]=1[C:8]([F:11])([F:10])[F:9]

Participants

Conditions

Temperature: 120 °C

Procedure

Intermediate 12 (0.29 g, 0.712 mmol) was added to sodium ethoxide (ALDRICH, 0.145 g, 2.136 mmol) in ethanol (5 mL). The mixture was heated under microwave irradiation at 120° C. for 30 minutes. Solvent was removed under vacuum and the crude mixture was purified by flash chromatography (Si, eluting Hexane/EtOAc mixtures from 90:10 to 0:100%) to yield the title compound as a white solid.

Workup

customSolvent was removed under vacuum
customthe crude mixture was purified by flash chromatography (Si, eluting Hexane/EtOAc mixtures from 90:10 to 0:100%)

Sources & evidence

ORD record: ord-3fcb044aac1844b8a5ca2a61f0224252
Source dataset: uspto-grants-2016_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09238653B2

Reaction notes

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