Methanol → 1-[(5-Chloro-1-isobutyl-indazol-7-yl)methyl]-3-(methylamino)indazole-5-carboxylic acid

HRID 2203186Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([CH2:11][N:12]3[C:20]4[C:15](=[CH:16][C:17]([C:21]([O:23]C)=[O:22])=[CH:18][CH:19]=4)[C:14]([NH:25][CH3:26])=[N:13]3)[CH:10]=1)[N:7]([CH2:27][CH:28]([CH3:30])[CH3:29])[N:6]=[CH:5]2.[OH-].[Li+].O.CO>O1CCCC1>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([CH2:11][N:12]3[C:20]4[C:15](=[CH:16][C:17]([C:21]([OH:23])=[O:22])=[CH:18][CH:19]=4)[C:14]([NH:25][CH3:26])=[N:13]3)[CH:10]=1)[N:7]([CH2:27][CH:28]([CH3:30])[CH3:29])[N:6]=[CH:5]2

Participants

Conditions

Temperature: 100 °C

Procedure

A mixture of compound 69 (0.021 g, 0.05 mmol), lithium hydroxide (0.09 g, 0.2 mmol) in a mixture of tetrahydrofuran (1 mL), water (0.5 mL) and methanol (0.5 mL) was heated at 100° C. under microwave conditions for 10 minutes. Then, the reaction was quenched by adding water and diluted with ethyl acetate. The organic layer was separated, washed with Brine, dried (MgSO4), filtered and the solvent was evaporated.

Workup

customThen, the reaction was quenched
additionby adding water
additiondiluted with ethyl acetate
customThe organic layer was separated
washwashed with Brine
dry with materialdried (MgSO4)
filtrationfiltered
customthe solvent was evaporated

Sources & evidence

ORD record: ord-15758b6ddf324c1cbb5eec12eb90fd52
Source dataset: uspto-grants-2016_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09365569B2

Reaction notes

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