Ammonium Acetate → HCID 178469476, compound

HRID 1905692Notes

Reaction equation

HRID 1905692 reaction equation
[CH3:1][O:2][C:3]([N:5]1[CH2:9][C:8](N2CCCC2)=[C:7]([C:15](=[O:26])[C:16]([C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:17][N:18](C)C)[CH2:6]1)=[O:4].C([O-])(=O)C.[NH4+]>C(O)C>[OH:26][C:15]1[C:16]([C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:17][N:18]=[C:8]2[CH2:9][N:5]([C:3]([O:2][CH3:1])=[O:4])[CH2:6][C:7]=12

Participants

4

Reactant 2

HCID 517165Ammonium AcetateHCID 53784406HCID 53784406, compound

Product 1

HCID 178469476HCID 178469476, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 10.96 g of N-methoxycarbonyl-3-(2-ethoxycarbonyl-3-dimethylaminoacryloyl)-4-pyrrolidino-2,5-dihydropyrrole and 20 g of ammonium acetate in 250 ml of dry ethanol is refluxed for 90 minutes. The solution is cooled in an ice bath and the precipitate is filtered off to yield ethyl 4-hydroxy-5,7-dihydro-6-methoxycarbonylpyrrolo[3,4-b]pyridine-3-carboxylate, mp 274°-6° (dec); NMR (CF3COOD): 11.08 (s), 9.14 (s), 5.20 (s), 5.00 (s), 4.65 (q), 3.99 (s) and 1.52 (t).

Workup

  1. temperatureThe solution is cooled in an ice bath
  2. filtrationthe precipitate is filtered off

Sources & evidence

ORD record
ord-de52772896d54912b242faf593948ba1
Source dataset
uspto-grants-1987_03
Patent number
US04647566

Reaction notes

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