Hydrochloric Acid → HCID 178497397, compound

HRID 537141Notes

Reaction equation

HRID 537141 reaction equation
[OH:1][C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:11]([OH:13])=[O:12])[CH:9]=2)[NH:4][N:3]=1.Cl.[CH3:15]O>>[OH:1][C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:11]([O:13][CH3:15])=[O:12])[CH:9]=2)[NH:4][N:3]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 178524182HCID 178524182, compound

Product 1

HCID 178497397HCID 178497397, compoundYield 99%

Conditions

Temperature
100 °C

Procedure

3-hydroxy-1H-indazole-5-carboxylic acid (1.5 g, 8.4 mmol) was suspended in methanol (17 mL). Concentrated hydrochloric acid (3.11 mL, 101 mmol) was added and the reaction was heated to 100° C. for 6 hours. The reaction was concentrated to provide the title compound (1.60 g, 99%). +ESI (M+H) 193.1; 1H NMR (400 MHz, DMSO-d6, δ): 12.00 (br. s., 1H), 8.35 (s, 1H), 7.83 (dd, J=8.9, 1.7 Hz, 1H), 7.33 (dd, J=8.9, 0.7 Hz, 1H), 3.82 (s, 3H).

Workup

  1. concentrationThe reaction was concentrated

Sources & evidence

ORD record
ord-697c50d83e6b4aafa82b11839fb2a2c3
Source dataset
uspto-grants-2014_10
Patent number
US08859773B2

Reaction notes

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