Lithium hydroxide, monohydrate → HCID 66773465, compound

HRID 2370337Notes

Reaction equation

[CH3:1][N:2]1[C:10]2[CH:9]=[CH:8][CH:7]=[C:6]([C:11]([O:13]C)=[O:12])[C:5]=2[C:4]([CH2:15][NH:16][CH:17]2[CH2:23][CH:22]3[N:24]([CH3:25])[CH:19]([CH2:20][CH2:21]3)[CH2:18]2)=[N:3]1.O.[OH-].[Li+:28]>C1COCC1.O>[CH3:1][N:2]1[C:10]2[CH:9]=[CH:8][CH:7]=[C:6]([C:11]([O-:13])=[O:12])[C:5]=2[C:4]([CH2:15][NH:16][CH:17]2[CH2:23][CH:22]3[N:24]([CH3:25])[CH:19]([CH2:20][CH2:21]3)[CH2:18]2)=[N:3]1.[Li+:28]

Participants

Conditions

Temperature: 90 °C

Procedure

To a solution of methyl 1-methyl-3-((8-methyl-8-azabicyclo[3.2.1]octan-3-ylamino)methyl)-1H-indazole-4-carboxylate (0.54 g, 1.6 mmol) from Step A above in THF (5 mL) was added lithium hydroxide monohydrate (1.6 g, 38 mmol) in water (5 mL). The mixture was heated at 90° C. for 1 h and then concentrated under reduced pressure. The residue was dried overnight under vacuum to afford crude lithium 1-methyl-3-((8-methyl-8-azabicyclo[3.2.1]octan-3-ylamino)methyl)-1H-indazole-4-carboxylate (1.54 g), which was used in the next step without further purification: LC/MS (ESI+) m/z 329 (M+H).

Workup

concentrationconcentrated under reduced pressure
customThe residue was dried overnight under vacuum

Sources & evidence

ORD record: ord-633bad11034f4bf1a631070a837b542b
Source dataset: uspto-grants-2014_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08710047B2

Reaction notes

Loading…