Hydrochloric Acid → 4,7-Dihydro-4,7-dioxo-6-(2-propynyloxy)-1H-cyclohepta[b]pyridine-2-carboxylic Acid

HRID 66146Notes

Reaction equation

HRID 66146 reaction equation
C([O:3][C:4]([C:6]1[N:11](CC#C)[C:10]2[CH:15]=[CH:16][C:17](=[O:24])[C:18]([O:20][CH2:21][C:22]#[CH:23])=[CH:19][C:9]=2[C:8](=[O:25])[CH:7]=1)=[O:5])C.Cl>>[O:25]=[C:8]1[CH:7]=[C:6]([C:4]([OH:5])=[O:3])[NH:11][C:10]2[CH:15]=[CH:16][C:17](=[O:24])[C:18]([O:20][CH2:21][C:22]#[CH:23])=[CH:19][C:9]1=2

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 544541564,7-dihydro-4,7-dioxo-1-(2-propynyl)-6-(2-propynyloxy)-1H-cyclohepta[b]pyridine-2-carboxylic Acid ethyl ester

Product 1

HCID 227555994,7-Dihydro-4,7-dioxo-6-(2-propynyloxy)-1H-cyclohepta[b]pyridine-2-carboxylic Acid

Procedure

A mixture of 4,7-dihydro-4,7-dioxo-1-(2-propynyl)-6-(2-propynyloxy)-1H-cyclohepta[b]pyridine-2-carboxylic Acid ethyl ester (2.0 g, described in Example 20) and 19% hydrochloric acid (59 ml) is refluxed for 30 minutes and cooled to room temperature. The crystalline precipitate is collected and dried to obtain the title compound, mp 189° (darkens) and 250° C. (dec).

Workup

  1. temperatureis refluxed for 30 minutes
  2. customThe crystalline precipitate is collected
  3. customdried

Sources & evidence

ORD record
ord-d46247c647e546c8a6fe2748f0339462
Source dataset
uspto-grants-1978_12
Patent number
US04130649

Reaction notes

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