Lithium hydroxide, monohydrate → HCID 57896690, compound

HRID 2421894Notes

Reaction equation

HRID 2421894 reaction equation
[N:1]1([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:6][CH2:5][O:4][C:3]2[N:7]=[CH:8][C:9]([C:11]([O:13]C)=[O:12])=[CH:10][C:2]1=2.O.[OH-].[Li+]>CO.O>[C:18]([O:17][C:15]([N:1]1[CH2:6][CH2:5][O:4][C:3]2[N:7]=[CH:8][C:9]([C:11]([OH:13])=[O:12])=[CH:10][C:2]1=2)=[O:16])([CH3:21])([CH3:19])[CH3:20]

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 578967831-(1,1-Dimethylethyl) 7-methyl 2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazine-1,7-dicarboxylate

Product 1

HCID 57896690HCID 57896690, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
40 °C

Procedure

To a suspension of 1-tert-butyl 7-methyl 2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazine-1,7-dicarboxylate (1.25 g, 4.25 mmol) in methanol (20 mL) and water (5 mL) was added lithium hydroxide monohydrate (1.27 g, 30.3 mmol). The reaction was warmed to 40° C. and stirred at that temperature for 18 h. The reaction mixture was concentrated in vacuo to provide 1-(tert-butoxycarbonyl)-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazine-7-carboxylic acid. The yield was assumed to be 100% for calculation purposes in subsequent reactions. LCMS (+ESI) m/z=281.1 [M+H]+.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-540094dd90de4dde9c87922764c91c25
Source dataset
uspto-grants-2011_06
Patent number
US07960377B2

Reaction notes

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