Hydrochloric Acid → HCID 131725405, compound

HRID 1349021Notes

Reaction equation

HRID 1349021 reaction equation
Cl.[NH:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[N:4]=[C:3]1[C@@H:11]1[CH2:15][C:14](=[N:16][O:17][CH3:18])[CH2:13][N:12]1C(OC(C)(C)C)=O>C(Cl)Cl>[CH3:18][O:17][N:16]=[C:14]1[CH2:15][C@@H:11]([C:3]2[NH:2][C:6]3[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=3[N:4]=2)[NH:12][CH2:13]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 131725404HCID 131725404, compound

Product 1

HCID 131725405HCID 131725405, compoundYield 114.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Hydrogen chloride gas was bubbled into a solution of the fused heterocyclic product from the previous step, e.g. tert-butyl (2S,4EZ)-2-(1H-benzimidazol-2-yl)-4-(methoxyimino)-1-pyrrolidinecarboxylate (740 mg, 2.2 mmol) in dry DCM (20 ml) for 30 min. The solvent was removed in vacuo to give the desired product, e.g. (3EZ,5S)-5-(1H-benzimidazol-2-yl)-3-pyrrolidinone O-methyloxime (0.58 g, 99%), as a brown amorphous powder which was used without further purification.

Workup

  1. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-23d7da162be144da8e14dc82ac37e033
Source dataset
uspto-grants-2007_05
Patent number
US07211601B2

Reaction notes

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