Hydrochloric Acid → HCID 67491616, compound

HRID 880986Notes

Reaction equation

HRID 880986 reaction equation
[CH3:1][NH:2][C:3]1[C:11]2[C:6](=[CH:7][C:8]([C:12]([O:14]C)=[O:13])=[CH:9][CH:10]=2)[NH:5][N:4]=1.Cl>O1CCOCC1>[CH3:1][NH:2][C:3]1[C:11]2[C:6](=[CH:7][C:8]([C:12]([OH:14])=[O:13])=[CH:9][CH:10]=2)[NH:5][N:4]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67491688HCID 67491688, compound

Product 1

HCID 67491616HCID 67491616, compoundYield 115.1%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
100 °C

Procedure

To a solution of methyl 3-(methylamino)-1H-indazole-6-carboxylate (30.0 mg, 0.15 mmol) in 1,4-dioxane (0.2 mL) was added 3 N aqueous hydrochloric acid (0.2 mL, 0.6 mmol). The mixture was heated to 100° C. for 2 hours. The reaction was concentrated and dried under vacuum to give the title compound (33 mg, 99%) as a tan solid. +ESI (M+H) 192.1; 1H NMR (400 MHz, CD3OD, δ): 8.09 (s, 1H), 7.98 (dd, J=8.58, 0.78 Hz, 1H), 7.85 (dd, J=8.58, 1.37 Hz, 1H), 3.12 (s, 3H).

Workup

  1. concentrationThe reaction was concentrated
  2. customdried under vacuum

Sources & evidence

ORD record
ord-f8bb79e798014573b518c33469283cd7
Source dataset
uspto-grants-2015_03
Patent number
US08993586B2

Reaction notes

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