Sodium ethoxide → HCID 51347690, compound

HRID 591242Notes

Reaction equation

HRID 591242 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([NH:12][C:13]2[N:18]3[N:19]=[C:20](S(C)(=O)=O)[N:21]=[C:17]3[N:16]=[C:15]([CH3:26])[CH:14]=2)[CH:5]=[CH:6][C:7]=1[C:8]([F:11])([F:10])[F:9].[O-:27][CH2:28][CH3:29].[Na+]>C(O)C>[CH2:28]([O:27][C:20]1[N:21]=[C:17]2[N:16]=[C:15]([CH3:26])[CH:14]=[C:13]([NH:12][C:4]3[CH:5]=[CH:6][C:7]([C:8]([F:11])([F:10])[F:9])=[C:2]([F:1])[CH:3]=3)[N:18]2[N:19]=1)[CH3:29]

Participants

4

Reactant 2

HCID 2723922Sodium ethoxideHCID 67119753HCID 67119753, compound

Product 1

HCID 51347690HCID 51347690, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
120 °C

Procedure

Intermediate 14 (0.19 g, 0.488 mmol) was added to sodium ethoxide (ALDRICH, 0.1 g, 1.464 mmol) in ethanol (4 mL). The mixture was heated under microwave irradiation at 120° C. for 30 minutes and solvent was removed under vacuum to yield a yellowish residue. The crude mixture was purified by flash chromatography (Si, eluting with Hexane/EtOAc mixtures from 90:10 to 0:100%) to yield the title compound as a white solid.

Workup

  1. customsolvent was removed under vacuum
  2. customto yield a yellowish residue
  3. customThe crude mixture was purified by flash chromatography (Si, eluting with Hexane/EtOAc mixtures from 90:10 to 0:100%)

Sources & evidence

ORD record
ord-c6fc7f60dadc40e2b28a72e8c5da0b17
Source dataset
uspto-grants-2016_01
Patent number
US09238653B2

Reaction notes

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