Acetic Acid → HCID 57608031, compound

HRID 1092727Notes

Reaction equation

HRID 1092727 reaction equation
C([CH:4]1[CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[C:10]([O:16][CH3:17])[C:11]=2[O:14][CH3:15])[CH2:6][C:5]1=O)C=C.[CH3:19][NH2:20].[CH3:21][C:22]([OH:24])=O>C1(C)C=CC=CC=1>[CH3:15][O:14][C:11]1[C:12]2[CH2:13][CH:4]3[C:5](=[CH:6][C:7]=2[CH:8]=[CH:9][C:10]=1[O:16][CH3:17])[N:20]([CH3:19])[C:22](=[O:24])[CH2:21]3

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 6329MethylamineHCID 57608050HCID 57608050, compound

Product 1

HCID 57608031HCID 57608031, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
120 °C

Procedure

To a stirred solution of Intermediate I (830 mg) in toluene (7 mL) in a microwave reactor vial was added a solution of methylamine (0.75 mL, 8 M in EtOH) and AcOH (0.34 mL) was added. The reactor was sealed and the mixture was heated at 120° C. for 15 min under microwave irradiation. The solution was concentrated in vacuo and the residue was dried in vacuo. The crude product was purified by silica gel chromatography (EtOAc/heptane). Yield: 210 mg of compound 12 as an oil.

Workup

  1. additionwas added
  2. customThe reactor was sealed
  3. concentrationThe solution was concentrated in vacuo
  4. customthe residue was dried in vacuo
  5. customThe crude product was purified by silica gel chromatography (EtOAc/heptane)

Sources & evidence

ORD record
ord-b3aecac466e64609a8f8446160e801af
Source dataset
uspto-grants-2012_03
Patent number
US08129530B2

Reaction notes

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