Water → HCID 178524262, compound

HRID 1644258Notes

Reaction equation

HRID 1644258 reaction equation
[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[C@@H:3]([NH:9][CH2:10][C:11]1[C:19]3[C:18]([C:20]([O:22]C)=[O:21])=[CH:17][CH:16]=[CH:15][C:14]=3[NH:13][N:12]=1)[CH2:2]2.O.O.[OH-].[Li+:27]>C1COCC1>[N:1]12[CH2:6][CH2:5][CH:4]([CH2:7][CH2:8]1)[C@@H:3]([NH:9][CH2:10][C:11]1[C:19]3[C:18]([C:20]([O-:22])=[O:21])=[CH:17][CH:16]=[CH:15][C:14]=3[NH:13][N:12]=1)[CH2:2]2.[Li+:27]

Participants

5

Reactant 3

HCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 178497599HCID 178497599, compound

Product 1

HCID 178524262HCID 178524262, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of (R)-methyl 3-((quinuclidin-3-ylamino)methyl)-1H-indazole-4-carboxylate (1.8 g, 5.7 mmol) from Step A above in THF (30 ml) and H2O (30 ml) was added lithium hydroxide monohydrate (721 mg, 17.2 mmol). The mixture was stirred at room temperature overnight and then concentrated under reduced pressure. The residue was dried overnight under vacuum to afford crude lithium (R)-3-((quinuclidin-3-ylamino)methyl)-1H-indazole-4-carboxylate which was used in the next step without further purification: MS (ESI+) m/z 301 (M+H).

Workup

  1. concentrationconcentrated under reduced pressure
  2. customThe residue was dried overnight under vacuum

Sources & evidence

ORD record
ord-3200927e1a1b4761983588bfda711fbd
Source dataset
uspto-grants-2012_02
Patent number
US08124600B2

Reaction notes

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