Hydrochloric Acid → HCID 11222093, compound

HRID 1071668Notes

Reaction equation

HRID 1071668 reaction equation
C[O:2][C:3]([C:5]1[N:6]([CH2:14][C:15]2[CH:19]=[C:18]([C:20]3[S:21][C:22]([Cl:25])=[CH:23][CH:24]=3)[O:17][N:16]=2)[C:7]2[C:12]([CH:13]=1)=[CH:11][CH:10]=[CH:9][CH:8]=2)=[O:4].O.[OH-].[Li+].Cl>C1COCC1.O>[Cl:25][C:22]1[S:21][C:20]([C:18]2[O:17][N:16]=[C:15]([CH2:14][N:6]3[C:7]4[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=4)[CH:13]=[C:5]3[C:3]([OH:4])=[O:2])[CH:19]=2)=[CH:24][CH:23]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 11222534Methyl 1-[[5-(5-chloro-2-thienyl)-3-isoxazolyl]methyl]-1H-indole-2-carboxylate

Product 1

HCID 11222093HCID 11222093, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of 288 mg 1-[5-(5-Chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-1H-indole-2-carboxylic acid methyl ester in 10 ml THF, 3 ml water and 57.0 mg lithium hydroxide monohydrate were added. After stirring for 2 h at 60° C. the reaction was cooled to RT. The mixture was acidified with half concentrated hydrochloric acid. The resulting precipitate was collected by filtration and washed with 3 ml water. The product was obtained as a white solid which was dried under reduced pressure.

Workup

  1. temperaturewas cooled to RT
  2. filtrationThe resulting precipitate was collected by filtration
  3. washwashed with 3 ml water
  4. customThe product was obtained as a white solid which
  5. customwas dried under reduced pressure

Sources & evidence

ORD record
ord-db067e640c2b4a908f0a191d10511680
Source dataset
uspto-grants-2005_06
Patent number
US06906084B2

Reaction notes

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