Lithium Hydroxide → HCID 90389311, compound

HRID 1526617Notes

Reaction equation

HRID 1526617 reaction equation
[C:1]([O:5][C:6]([N:8]([CH3:19])[C:9]1[CH:10]=[N:11][C:12]([C:15]([O:17]C)=[O:16])=[N:13][CH:14]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[Li+:20].[OH-]>C1COCC1>[C:1]([O:5][C:6]([N:8]([CH3:19])[C:9]1[CH:14]=[N:13][C:12]([C:15]([O-:17])=[O:16])=[N:11][CH:10]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[Li+:20]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 90389408Methyl 5-((tert-butoxycarbonyl)(methyl)amino)pyrimidine-2-carboxylate

Product 1

HCID 90389311HCID 90389311, compoundYield 102.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of methyl 5-((tert-butoxycarbonyl)(methyl)amino)pyrimidine-2-carboxylate (1.16 g, 4.35 mmol) in THF (15 mL) was treated with a 1.0 M aqueous solution of LiOH (4.6 mL, 4.6 mmol) and the solution was stirred at ambient temperature for 16 h. The mixture was concentrated and lyophilized from 1,4-dioxane to give lithium 5-((tert-butoxycarbonyl)(methyl)amino)pyrimidine-2-carboxylate (1.16 g, 100% yield) as a white powder. 1H NMR (400 MHz, DMSO-d6): δ 8.63 (s, 2H), 3.24 (s, 3H), 1.43 (s, 9H).

Workup

  1. concentrationThe mixture was concentrated

Sources & evidence

ORD record
ord-73cd5d87ca92421d9d62dd3f89b15404
Source dataset
uspto-grants-2015_07
Patent number
US09085576B2

Reaction notes

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