Lithium hydroxide, monohydrate → HCID 15293914, compound

HRID 2210579Notes

Reaction equation

HRID 2210579 reaction equation
O.[OH-].[Li+].[C:4]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[C:16]1[CH:21]=[CH:20][C:19]([CH2:22][N:23]([C:27]2[N:37]=[CH:36][CH:35]=[CH:34][C:28]=2[C:29]([O:31]CC)=[O:30])[CH2:24][CH2:25][CH3:26])=[CH:18][CH:17]=1)([C:6]([O:8]C)=[O:7])=[O:5]>O.O1CCOCC1>[C:4]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[C:16]1[CH:21]=[CH:20][C:19]([CH2:22][N:23]([C:27]2[N:37]=[CH:36][CH:35]=[CH:34][C:28]=2[C:29]([OH:31])=[O:30])[CH2:24][CH2:25][CH3:26])=[CH:18][CH:17]=1)([C:6]([OH:8])=[O:7])=[O:5]

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 19378977HCID 19378977, compound

Product 1

HCID 15293914HCID 15293914, compoundYield 89.6%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
70 °C

Procedure

A solution of 350 mg of lithium hydroxide monohydrate dissolved in 10 ml of water was added to a solution of 0.70 g of ethyl 2-{N-[(2'-methoxalylbiphenyl-4-yl)methyl]-N-propylamino}nicotinate [prepared as described in step (a) above] dissolved in 5 ml of dioxane, and the resulting mixture was stirred at 70° C. for 4 hours. At the end of this time, the dioxane was removed by distillation under reduced pressure, and 8.33 ml of 1N aqueous hydrochloric acid were added to the residual aqueous solution. The crystals thus precipitated were collected by filtration, to give 0.57 g of the title compound, melting at 179°-180° C.

Workup

  1. customAt the end of this time, the dioxane was removed by distillation under reduced pressure, and 8.33 ml of 1N aqueous hydrochloric acid
  2. additionwere added to the residual aqueous solution
  3. customThe crystals thus precipitated
  4. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-3812733379f448df8242e7fd15b15b56
Source dataset
uspto-grants-1995_10
Patent number
US05459148

Reaction notes

Loading…