Hydrochloric Acid → {3-[4-(Methoxycarbonyl)-1,3-thiazol-2-yl]-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl}acetic acid

HRID 1675771Notes

Reaction equation

HRID 1675771 reaction equation
C([O:5][C:6](=[O:27])[CH2:7][N:8]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[N:10]([C:17]2[S:18][CH:19]=[C:20]([C:22]([O:24][CH3:25])=[O:23])[N:21]=2)[C:9]1=[O:26])(C)(C)C.Cl>CCOC(C)=O>[CH3:25][O:24][C:22]([C:20]1[N:21]=[C:17]([N:10]2[C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[N:8]([CH2:7][C:6]([OH:27])=[O:5])[C:9]2=[O:26])[S:18][CH:19]=1)=[O:23]

Participants

4

Reactant 2

HCID 313Hydrochloric Acid2×HCID 18449401Methyl 2-[3-(2-tert-butoxy-2-oxoethyl)-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl]-1,3-thiazole-4-carboxylate

Product 1

HCID 18449376{3-[4-(Methoxycarbonyl)-1,3-thiazol-2-yl]-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl}acetic acid

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A solution of methyl 2-[3-(2-tert-butoxy-2-oxoethyl)-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl]-1,3-thiazole-4-carboxylate from Step B (195 mg, 0.501 mmol) in EtOAc (3 mL) at 0° C. was saturated with HCl (g) for 5 min. After 15 min, the reaction was re-saturated with HCl for another 5 min. The mixture was concentrated in vacuo to give the title compound as a white solid. MS: m/z=334 (M+1).

Workup

  1. concentrationThe mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-aec5bf0204794cf985250e8d6b463bee
Source dataset
uspto-grants-2011_08
Patent number
US08003792B2

Reaction notes

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