Hydrochloric Acid → HCID 178497304, compound

HRID 880969Notes

Reaction equation

HRID 880969 reaction equation
[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][C:7]([C:11]([OH:13])=[O:12])=[CH:8][CH:9]=2)[NH:4][NH:3]1.Cl.[CH3:15]O>>[OH:1][C:2]1[C:10]2[C:5](=[CH:6][C:7]([C:11]([O:13][CH3:15])=[O:12])=[CH:8][CH:9]=2)[NH:4][N:3]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 533377172,3-Dihydro-3-oxo-1H-indazole-6-carboxylic acid

Product 1

HCID 178497304HCID 178497304, compoundYield 100%

Procedure

3-Oxo-2,3-dihydro-1H-indazole-6-carboxylic acid (1.5 g, 8.4 mmol) was suspended in methanol (17 mL). Concentrated hydrochloric acid (3.1 mL, 101 mmol) was added and the reaction was heated to reflux for 24 hours. The reaction was concentrated to give the title compound (1.6 g, 100%). +ESI (M+H) 193.1; 1H NMR (400 MHz, DMSO-d6, δ): 11.98 (br. s., 1H), 7.89 (s, 1H), 7.72 (d, J=8.6 Hz, 1H), 7.50 (dd, J=8.5, 1.3 Hz, 1H), 3.85 (s, 3H).

Workup

  1. temperaturethe reaction was heated
  2. temperatureto reflux for 24 hours
  3. concentrationThe reaction was concentrated

Sources & evidence

ORD record
ord-8752cf31145749909a2bac67fe6bd245
Source dataset
uspto-grants-2015_03
Patent number
US08993586B2

Reaction notes

Loading…