Methanol → HCID 23144098, compound

HRID 337461Notes

Reaction equation

HRID 337461 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[N:7]=[C:8]([NH:21][C:22](=[O:28])[O:23][C:24]([CH3:27])([CH3:26])[CH3:25])[S:9][C:10]=1[CH:11]([OH:20])[C:12]1[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][N:13]=1.CO>ClCCl>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[N:7]=[C:8]([NH:21][C:22](=[O:28])[O:23][C:24]([CH3:26])([CH3:25])[CH3:27])[S:9][C:10]=1[C:11]([C:12]1[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][N:13]=1)=[O:20]

Participants

4

Reactant 2

HCID 887MethanolHCID 23144587HCID 23144587, compound

Product 1

HCID 23144098HCID 23144098, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Compound 296 (697 mg, 1.73 mmol) was dissolved in dichloromethane (10 mL), and DMP (848 mg, 2.00 mmol) was added thereto, followed by stirring at room temperature for 1 hour. Methanol (10 mL) was added to the reaction mixture, followed by stirring for 10 minutes, and the solvent was distilled away under reduced pressure. The resulting residue was purified through silica gel column chromatography (hexane:ethyl acetate=1:1) to afford the entitled Compound 297 (632 mg, 91%).

Workup

  1. additionDMP (848 mg, 2.00 mmol) was added
  2. stirringby stirring for 10 minutes
  3. distillationthe solvent was distilled away under reduced pressure
  4. customThe resulting residue was purified through silica gel column chromatography (hexane:ethyl acetate=1:1)

Sources & evidence

ORD record
ord-8132bf770ebb42fbad317b23c65f50b3
Source dataset
uspto-grants-2014_11
Patent number
US08889718B2

Reaction notes

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