Sodium Bicarbonate → 6-Dimethylaminomethyl-7-hydroxy-2,3-dimethyl-3H-benzimidazole-5-carboxylic Acid Dimethylamide

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Reaction Steps

To a suspension of 2.0 g (8.6 mmol) 7-Hydroxy-2,3-dimethyl-3H-benzimidazole-5-carboxylic acid dimethylamide in dichloromethane (80 ml) was added dropwise a suspension of 1.7 g (9.4 mmol) Eschenmoser's salt in dichloromethane (50 ml). After stirring for 3 h at room temperature, the reaction mixture was poured into saturated sodium bicarbonate solution (100 ml) and extracted with dichloromethane (2×50 ml). The organic layers were dried over magnesium sulphate and concentrated in vacuo to give 20 g (82%) of the title compound as an orange foam. The compound was used for the next step without further purification.

Provenance & Evidence