Isopropyl iodide → HCID 86608841, compound

Participants

Reaction Steps

94.3 A suspension of 60 mg 5-chloro-thiophene-2-carboxylic acid {(3S,4S)-4-methoxy-1-[(4,5,6,7-tetrahydro-thiazolo[5,4]pyridin-2-ylcarbamoyl)-methyl]-pyrrolidin-3-yl}-amide dihydrochloride in 3 ml THF was treated with 0.03 ml TEA and 0.01 ml 2-iodopropane. After stirring at r.t. overnight, the reaction mixture was again treated with 0.03 ml TEA and 0.03 ml 2-iodopropane and heated to 70° C. overnight. Then, it was concentrated. The crude product was purified by column chromatography (silica gel; gradient: CH2Cl2->CH2Cl2/MeOH 9:1) to give 51 mg 5-chloro-thiophene-2-carboxylic acid {(3S,4S)-1-[(5-isopropyl-4,5,6,7-tetrahydro-thiazolo[5,4]pyridin-2-ylcarbamoyl)-methyl]-4-methoxy-pyrrolidin-3-yl}-amide as yellow solid. MS 498.4 ([M+H]+)

Provenance & Evidence