Hydrochloric Acid → HCID 24745015, compound

HRID 1663200Notes

Reaction equation

HRID 1663200 reaction equation
[O:1]=[C:2]1[N:11]([C@@H:12]([CH2:16][CH:17]([CH3:19])[CH3:18])[C:13]([OH:15])=[O:14])[C:10](=[O:20])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[NH:3]1.[CH3:21]I.Cl>CO>[CH3:19][CH:17]([CH3:18])[CH2:16][C@H:12]([N:11]1[C:10](=[O:20])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]([CH3:21])[C:2]1=[O:1])[C:13]([OH:15])=[O:14]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6328Methyl iodideHCID 7068523HCID 7068523, compound

Product 1

HCID 24745015HCID 24745015, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of Compound 1 (0.5 g, 1.8 mmol) in 10 mL of MeOH/1N NaOH aq. solution (1:1) was added MeI (2 mL). The mixture was stirred at 80° C. in sealed tube overnight. The mixture was neutralized with concentrated HCl. Extracted by EtOAc and dried over MgSO4. Removing solvent gave the crude acid product, which used for next step without further purification. [M+H] calc'd for C15H18N2O4, 291; found, 291.

Workup

  1. extractionExtracted by EtOAc
  2. dry with materialdried over MgSO4

Sources & evidence

ORD record
ord-4e11151e580147bdb492da676a2d10d1
Source dataset
uspto-grants-2011_10
Patent number
US08034822B2

Reaction notes

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