Sodium ethoxide → HCID 51347396, compound

HRID 591240Notes

Reaction equation

[CH3:1][C:2]1[CH:7]=[C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([S:15]([F:20])([F:19])([F:18])([F:17])[F:16])=[CH:11][CH:10]=2)[N:5]2[N:21]=[C:22](S(C)(=O)=O)[N:23]=[C:4]2[N:3]=1.[O-:28][CH2:29][CH3:30].[Na+]>C(O)C>[CH2:29]([O:28][C:22]1[N:23]=[C:4]2[N:3]=[C:2]([CH3:1])[CH:7]=[C:6]([NH:8][C:9]3[CH:14]=[CH:13][C:12]([S:15]([F:19])([F:18])([F:16])([F:17])[F:20])=[CH:11][CH:10]=3)[N:5]2[N:21]=1)[CH3:30]

Participants

Conditions

Temperature: 120 °C

Procedure

Intermediate 10 (0.15 g, 0.349 mmol) was added to sodium ethoxide (ALDRICH, 0.071 g, 1.048 mmol) in ethanol (3 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 with DCM: MeOH mixtures from 100:0 to 90:10%). The title compound was obtained as a white solid.

Workup

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

Sources & evidence

ORD record: ord-5167edbcf85b42e984fa66fd6a9daa62
Source dataset: uspto-grants-2016_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09238653B2

Reaction notes

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