Hydrochloric Acid → 2-(4-Chlorophenyl)-1-[5-(5-chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-1H-imidazole-4-carboxylic acid

HRID 900242Notes

Reaction equation

C([O:3][C:4]([C:6]1[N:7]=[C:8]([C:23]2[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][CH:24]=2)[N:9]([CH2:11][C:12]2[CH:16]=[C:15]([C:17]3[S:18][C:19]([Cl:22])=[CH:20][CH:21]=3)[O:14][N:13]=2)[CH:10]=1)=[O:5])C.[OH-].[Na+].O.Cl>O1CCOCC1>[Cl:29][C:26]1[CH:25]=[CH:24][C:23]([C:8]2[N:9]([CH2:11][C:12]3[CH:16]=[C:15]([C:17]4[S:18][C:19]([Cl:22])=[CH:20][CH:21]=4)[O:14][N:13]=3)[CH:10]=[C:6]([C:4]([OH:5])=[O:3])[N:7]=2)=[CH:28][CH:27]=1

Participants

Conditions

Temperature: 60 °C

Procedure

480 mg (1.1 mg) of 2-(4-Chloro-phenyl)-1-[5-(5-chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-1H-imidazole-4-carboxylic acid ethyl ester was dissolved in 10 ml of dioxan and 10 ml of 2 N aqueous NaOH was added. The solution was stirred at 60° C. for 3 h. The solution was poured into water and the pH was adjusted to 3 by the addition of 2 N aqueous HCl. The precipitated product was filtered off and dried. Yield: 258 mg; MS (LCMS-ES+): m/e=420.

Workup

filtrationThe precipitated product was filtered off
customdried

Sources & evidence

ORD record: ord-5d55002b0502460f8a83d7f899cf8d11
Source dataset: uspto-grants-2008_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07358268B2

Reaction notes

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