Sodium Hydroxide → 6-fluoro-1-(1-methylethyl)-1H-indazole-4-carboxylic acid

HRID 85414Notes

Reaction equation

[F:1][C:2]1[CH:3]=[C:4]([C:14]([O:16]C)=[O:15])[C:5]2[CH:6]=[N:7][N:8]([CH:11]([CH3:13])[CH3:12])[C:9]=2[CH:10]=1.[OH-].[Na+]>>[F:1][C:2]1[CH:3]=[C:4]([C:14]([OH:16])=[O:15])[C:5]2[CH:6]=[N:7][N:8]([CH:11]([CH3:12])[CH3:13])[C:9]=2[CH:10]=1

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 68210251HCID 68210251, compound

Product 1

HCID 682103236-fluoro-1-(1-methylethyl)-1H-indazole-4-carboxylic acid

Procedure

The title compound was prepared in the same manner as described for example 1 (step b) from methyl 6-fluoro-1-(1-methylethyl)-1H-indazole-4-carboxylate (0.31 g, 1.312 mmol) and NaOH (1.750 mL, 5.25 mmol) The product was collected as a yellow solid (0.27 g, 89%); 1H NMR (400 MHz, DMSO-d6) ppm 1.48 (d, J=6.57 Hz, 6H), 5.03 (quin, J=6.63 Hz, 1H), 7.57 (dd, J=9.60, 2.27 Hz, 1H), 7.97 (dd, J=9.35, 1.26 Hz, 1H), 8.40 (s, 1H), 13.51 (br. s., 1H)

Workup

customwas collected as a yellow solid (0.27 g, 89%)

Sources & evidence

ORD record: ord-9d790bbeacb9486994a70ec3f836f736
Source dataset: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08846935B2

Reaction notes

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