Hydrochloric Acid → 3-(2H-1,2,3-triazol-2-yl)quinoline-2-carboxylic acid

HRID 2175949Notes

Reaction equation

HRID 2175949 reaction equation
[N:1]1[N:2]([C:6]2[C:7]([C:16]([O:18]CC)=[O:17])=[N:8][C:9]3[C:14]([CH:15]=2)=[CH:13][CH:12]=[CH:11][CH:10]=3)[N:3]=[CH:4][CH:5]=1.[OH-].[Na+].Cl>CO>[N:1]1[N:2]([C:6]2[C:7]([C:16]([OH:18])=[O:17])=[N:8][C:9]3[C:14]([CH:15]=2)=[CH:13][CH:12]=[CH:11][CH:10]=3)[N:3]=[CH:4][CH:5]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 90411115ethyl 3-(2H-1,2,3-triazol-2-yl)quinoline-2-carboxylate

Product 1

HCID 904113943-(2H-1,2,3-triazol-2-yl)quinoline-2-carboxylic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

To the title compound of Step A (134 mg, 0.5 mmol) in MeOH (1 mL) was added aqueous 2M NaOH (1 mL). After 1 h at rt, the reaction was heated to 50° C. for 1 h, cooled to rt, acidified with 1N HCl, concentrated and used in subsequent steps without further purification. MS (ESI) mass calcd. for C12H8N4O2, 240.2; m/z found 241.0 [M+H]+.

Workup

  1. temperaturecooled to rt
  2. concentrationconcentrated
  3. customused in subsequent steps without further purification

Sources & evidence

ORD record
ord-498e0d9ff3974302b1386af91029a760
Source dataset
uspto-grants-2015_06
Patent number
US09062078B2

Reaction notes

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