Lithium hydroxide, monohydrate → HCID 66736788, compound

HRID 2096122Notes

Reaction equation

HRID 2096122 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[N:10][CH:11]=1)[N:8]([CH3:12])[C:7](=[O:13])[C:6]([C:14]([O:16]CC)=[O:15])=[CH:5]2.O.[OH-].[Li+]>C(O)C.O>[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[N:10][CH:11]=1)[N:8]([CH3:12])[C:7](=[O:13])[C:6]([C:14]([OH:16])=[O:15])=[CH:5]2

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 66735976HCID 66735976, compound

Product 1

HCID 66736788HCID 66736788, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a stirred suspension of ethyl 6-fluoro-1-methyl-2-oxo-1,2-dihydro[1,8]-naphthyridine-3-carboxylate (0.46 g) in ethanol (15 ml) was added a solution of lithium hydroxide monohydrate (0.10 g) in water (5 ml) at ambient temperature. The mixture was stirred for 2 hours, evaporated under reduced pressure to a small volume, diluted with water then acidified with aqueous 2M hydrochloric acid. The solid formed was filtered from solution and sucked to dryness to give the required product as a colourless solid, 0.39 g. 1H NMR (CDCl3+d6-DMSO) δ: 14.4 (1H, s), 8.92 (1H, s), 8.72 (1H, d), 7.94 (1H, m), 3.98 (3H, s).

Workup

  1. customevaporated under reduced pressure to a small volume
  2. additiondiluted with water
  3. customThe solid formed
  4. filtrationwas filtered from solution

Sources & evidence

ORD record
ord-250d1387cea544d89b58f36ddc329b75
Source dataset
uspto-grants-2013_05
Patent number
US08450243B2

Reaction notes

Loading…