Sodium ethoxide → HCID 44133769, compound

HRID 591243Notes

Reaction equation

HRID 591243 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][CH:10]=2)[N:5]2[N:19]=[C:20](S(C)(=O)=O)[N:21]=[C:4]2[N:3]=1.[O-:26][CH2:27][CH3:28].[Na+]>C(O)C>[CH2:27]([O:26][C:20]1[N:21]=[C:4]2[N:3]=[C:2]([CH3:1])[CH:7]=[C:6]([NH:8][C:9]3[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][CH:10]=3)[N:5]2[N:19]=1)[CH3:28]

Participants

4

Reactant 2

HCID 2723922Sodium ethoxideHCID 53392800HCID 53392800, compound

Product 1

HCID 44133769HCID 44133769, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
120 °C

Procedure

Intermediate 16 (0.14 g, 0.377 mmol) was added to sodium ethoxide (ALDRICH, 0.077 g, 1.131 mmol) in ethanol (3 mL). The mixture was heated under microwave irradiation at 120° C. for 30 minutes. Solvent was removed under vacuum to yield a yellowish residue which was purified by flash chromatography (Si, eluting with a 90:10% DCM: MeOH mixture) to yield the title compound as a beige solid.

Workup

  1. customSolvent was removed under vacuum
  2. customto yield a yellowish residue which
  3. customwas purified by flash chromatography (Si
  4. washeluting with a 90

Sources & evidence

ORD record
ord-bcc91700da434deaa88d29c71fe2d990
Source dataset
uspto-grants-2016_01
Patent number
US09238653B2

Reaction notes

Loading…