4,7-dihydro-4,7-dioxo-6-methoxy-1-methyl-1H-cyclohepta[b]pyridine-2-carboxylic acid ethyl ester → HCID 22755658, compound

HRID 66138Notes

Reaction equation

HRID 66138 reaction equation
C([O:3][C:4]([C:6]1[N:11](C)[C:10]2C=C[C:15](=[O:20])[C:16]([O:18][CH3:19])=[CH:17][C:9]=2[C:8](=[O:21])[CH:7]=1)=[O:5])C>Cl>[O:21]=[C:8]1[CH:7]=[C:6]([C:4]([OH:3])=[O:5])[NH:11][C:10]2[C:15](=[O:20])[C:16]([O:18][CH3:19])=[CH:17][C:9]1=2

Participants

3

Reactant 1

HCID 536442194,7-dihydro-4,7-dioxo-6-methoxy-1-methyl-1H-cyclohepta[b]pyridine-2-carboxylic acid ethyl ester

Product 1

HCID 22755658HCID 22755658, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of 4,7-dihydro-4,7-dioxo-6-methoxy-1-methyl-1H-cyclohepta[b]pyridine-2-carboxylic acid ethyl ester (2.0 g, described in Example 7) and 19% hydrochloric acid (60 ml) is refluxed for 30 min. The precipitate is collected and washed with water and acetone to give the title compound. The precipitate is dissolved in aqueous aminoethanol (1M, 4 ml) and acetone (50 ml) is added. The precipitate is collected, washed with acetone and crystallized from water-acetone to give crystals of the aminoethanol salt of the title compound, mp 236°-237° C.

Workup

  1. customThe precipitate is collected
  2. washwashed with water and acetone

Sources & evidence

ORD record
ord-c04e30fbab4d49ffa551026ec8c30bfc
Source dataset
uspto-grants-1978_12
Patent number
US04130649

Reaction notes

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