Hydrochloric Acid → Lithium Chloride

HRID 1752489Notes

Reaction equation

HRID 1752489 reaction equation
C[O:2][C:3]([C:5]1[C:10]([NH2:11])=[CH:9][C:8]([C:12]#[C:13][CH2:14][O:15][CH3:16])=[CH:7][N:6]=1)=[O:4].[OH-].[Li+:18].[ClH:19].C1(C)C=CC=CC=1>C1COCC1>[NH2:11][C:10]1[C:5]([C:3]([OH:4])=[O:2])=[N:6][CH:7]=[C:8]([C:12]#[C:13][CH2:14][O:15][CH3:16])[CH:9]=1.[Cl-:19].[Li+:18]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 1140TolueneHCID 3939Lithium HydroxideHCID 71271440HCID 71271440, compound

Product 2

HCID 433294Lithium ChlorideHCID 71271171HCID 71271171, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 3-amino-5-(3-methoxy-prop-1-ynyl)-pyridine-2-carboxylic acid methyl ester (263 mg, 1.2 mmol) in THF (6 ml) was added 1N lithium hydroxide (1.32 ml, 1.32 mmol) at 0° C. and the mixture was stirred at room temperature for 2 h. To the mixture was added 1N HCl (1.2 ml, 1.2 mmol) at 0° C., after stirring for 5 min toluene was added and the solvents were evaporated to provide the title compound together with lithium chloride as an off-white solid. The mixture was used for coupling reactions without further purification.

Workup

  1. additionwas added
  2. customthe solvents were evaporated

Sources & evidence

ORD record
ord-ab561f72e79b4b1eb319aea42ac70d39
Source dataset
uspto-grants-2015_10
Patent number
US09163011B2

Reaction notes

Loading…