Water → HCID 58546946, compound

HRID 1850357Notes

Reaction equation

HRID 1850357 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[N:11]1[CH2:14][CH:13]([C:15]2[C:16]([C:21]3[CH:22]=[C:23]([CH:28]=[CH:29][CH:30]=3)[C:24]([O:26]C)=[O:25])=[N:17][CH:18]=[CH:19][N:20]=2)[CH2:12]1.O.[OH-].[Li+:33].O>C1COCC1>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[N:11]1[CH2:12][CH:13]([C:15]2[C:16]([C:21]3[CH:22]=[C:23]([CH:28]=[CH:29][CH:30]=3)[C:24]([O-:26])=[O:25])=[N:17][CH:18]=[CH:19][N:20]=2)[CH2:14]1.[Li+:33]

Participants

5

Reactant 3

HCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 58547203HCID 58547203, compound

Product 1

HCID 58546946HCID 58546946, compoundYield 108%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of methyl 3-(3-(1-(quinolin-2-yl)azetidin-3-yl)pyrazin-2-yl)benzoate (0.079 g, 0.198 mmol, SCHEME 5), lithium hydroxide hydrate (0.017 g, 0.397 mmol), water (0.4 mL) and THF (1.2 mL) was stirred at RT overnight. The mixture was concentrated in vacuo. The product was obtained as an off-white solid (83 mg, 108%).

Workup

  1. concentrationThe mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-bbe60309fd7d41edbbf0a82e43efb9c6
Source dataset
uspto-grants-2015_02
Patent number
US08957073B2

Reaction notes

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