HCID 59145879, compound → HCID 178499686, compound

HRID 887750Notes

Reaction equation

HRID 887750 reaction equation
[C:1]([NH:4][C:5]1[C:6]([NH2:21])=[C:7]([C:12]([CH2:15][CH2:16][C:17]([O:19][CH3:20])=[O:18])=[CH:13][CH:14]=1)[C:8]([O:10][CH3:11])=[O:9])(=O)[CH3:2]>C(O)(=O)C>[CH3:20][O:19][C:17](=[O:18])[CH2:16][CH2:15][C:12]1[CH:13]=[CH:14][C:5]2[N:4]=[C:1]([CH3:2])[NH:21][C:6]=2[C:7]=1[C:8]([O:10][CH3:11])=[O:9]

Participants

3

Reactant 1

HCID 59145879HCID 59145879, compound

Product 1

HCID 178499686HCID 178499686, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
80 °C

Procedure

A solution of methyl 3-(acetylamino)-2-amino-6-(3-methoxy-3-oxopropyl)benzoate (490 mg, 1.66 mmol) in acetic acid (15 mL) was stirred with heating at 80° C. for 1 hr. The reaction solution was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (methanol/ethyl acetate=0/100→15/85) to give the title compound (434 mg, yield 95%).

Workup

  1. concentrationThe reaction solution was concentrated under reduced pressure
  2. customthe residue was purified by silica gel column chromatography (methanol/ethyl acetate=0/100→15/85)

Sources & evidence

ORD record
ord-ea5662524c1b4098b77988b3049ef9c8
Source dataset
uspto-grants-2012_08
Patent number
US08247429B2

Reaction notes

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