Lithium hydroxide, monohydrate → HCID 22939905, compound

HRID 900236Notes

Reaction equation

HRID 900236 reaction equation
C[O:2][C:3]([C:5]1[N:6]([CH2:13][C:14]2[CH:18]=[C:17]([C:19]3[S:20][C:21]([Cl:24])=[CH:22][CH:23]=3)[O:16][N:15]=2)[C:7]([CH2:10][O:11][CH3:12])=[N:8][CH:9]=1)=[O:4].O.[OH-].[Li+]>C1COCC1.O>[Cl:24][C:21]1[S:20][C:19]([C:17]2[O:16][N:15]=[C:14]([CH2:13][N:6]3[C:5]([C:3]([OH:4])=[O:2])=[CH:9][N:8]=[C:7]3[CH2:10][O:11][CH3:12])[CH:18]=2)=[CH:23][CH:22]=1

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 69112349HCID 69112349, compound

Product 1

HCID 22939905HCID 22939905, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of 400 mg 3-[5-(5-Chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-2-methoxymethyl-3H-imidazole-4-carboxylic acid methyl ester in 5 ml THF and 1 ml water, 10.0 mg lithium hydroxide monohydrate were added. After stirring for 2 h at 60° C. the reaction was cooled to RT and concentrated under reduced pressure. The residue was acidified with half concentrated hydrochloric acid and filtered through a RP-18 cartridge eluting with H2O/MeCN gradient. The fractions containing the product were evaporated and lyophilized to yield a white solid.

Workup

  1. temperaturewas cooled to RT
  2. concentrationconcentrated under reduced pressure
  3. filtrationfiltered through a RP-18 cartridge
  4. washeluting with H2O/MeCN gradient
  5. additionThe fractions containing the product
  6. customwere evaporated
  7. customto yield a white solid

Sources & evidence

ORD record
ord-95806678700f4a10aabbe3688057eb8c
Source dataset
uspto-grants-2008_04
Patent number
US07358268B2

Reaction notes

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