Hydrochloric Acid → (2-Oxo-3-pyridin-2-yl-2,3-dihydro-1H-benzimidazol-1-yl)acetic acid

HRID 1921172Notes

Reaction equation

HRID 1921172 reaction equation
[O:1]=[C:2]1[N:6]([CH2:7][C:8]([O:10]C(C)(C)C)=[O:9])[C:5]2[CH:15]=[CH:16][CH:17]=[CH:18][C:4]=2[N:3]1[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][N:20]=1.Cl>CCOC(C)=O>[O:1]=[C:2]1[N:6]([CH2:7][C:8]([OH:10])=[O:9])[C:5]2[CH:15]=[CH:16][CH:17]=[CH:18][C:4]=2[N:3]1[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][N:20]=1

Participants

4

Reactant 2

HCID 313Hydrochloric Acid2×HCID 86607780tert-Butyl (2-oxo-3-pyridin-2-yl-2,3-dihydro-1H-benzimidazol-1-yl)acetate

Product 1

HCID 18449368(2-Oxo-3-pyridin-2-yl-2,3-dihydro-1H-benzimidazol-1-yl)acetic acid

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A solution of tert-butyl (2-oxo-3-pyridin-2-yl-2,3-dihydro-1H-benzimidazol-1-yl)acetate from Step B (2.27 g, 6.98 mmol) in EtOAc (100 mL) at 0° C. was saturated with HCl (g). The mixture was aged at 0° C. for a total of 3 h, and was re-saturated with HCl every 30 min. The mixture was concentrated in vacuo to give the title compound. MS: m/z=270 (M+1).

Workup

  1. customat 0° C.
  2. customwas aged at 0° C. for a total of 3 h
  3. concentrationThe mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-ab841c879aff4178acc6117223053a86
Source dataset
uspto-grants-2012_05
Patent number
US08173655B2

Reaction notes

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