Lithium hydroxide, monohydrate → HCID 70896144, compound

HRID 2403677Notes

Reaction equation

HRID 2403677 reaction equation
[CH3:1][NH:2][C:3]([C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([C:14]([O:16]C)=[O:15])[CH:12]=2)[NH:7][N:6]=1)=[O:4].O.[OH-].[Li+]>CO.O>[CH3:1][NH:2][C:3]([C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([C:14]([OH:16])=[O:15])[CH:12]=2)[NH:7][N:6]=1)=[O:4]

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 70896111HCID 70896111, compound

Product 1

HCID 70896144HCID 70896144, compoundYield 94%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of methyl 3-(methylcarbamoyl)-1H-indazole-5-carboxylate (400 mg, 1.7 mmol) in methanol (10 mL) and water (10 mL), was added lithium hydroxide monohydrate (0.36 g, 8.5 mmol). The reaction was heated to 60° C. and was stirred overnight. The methanol was removed under reduced pressure and the remaining residue was acidified to pH=4 with 1 N aqueous hydrochloric acid. The resulting precipitate was collected by filtration and dried under vacuum to give the title compound (350 mg, 94%) as a yellow solid. 1H NMR (400 MHz, DMSO-d6, δ): 13.99 (s, 1 H), 8.85 (s, 1 H), 8.47-8.48 (m, 1 H), 7.94-7.96 (m, 1 H), 7.65-7.68 (m, 1 H), 2.82 (d, J=4.4 Hz, 3 H).

Workup

  1. customThe methanol was removed under reduced pressure
  2. filtrationThe resulting precipitate was collected by filtration
  3. customdried under vacuum

Sources & evidence

ORD record
ord-608564e4572c4ea09ee6886d612952bf
Source dataset
uspto-grants-2014_08
Patent number
US08802688B2

Reaction notes

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