Triethylamine → 4-(4-((1-(cyclopropylmethyl)-2-neopentyl-1H-benzo[d]imidazol-5-ylsulfonyl)methyl)piperidine-1-carbonyl)imidazolidin-2-one

To a solution of 2-imidazolidone-4-carboxylic acid (12 mg, 0.093 mmol) in dichloromethane (1 mL) was added 1-(cyclopropylmethyl)-2-neopentyl-5-(piperidin-4-ylmethylsulfonyl)-1H-benzo[d]imidazole (STEP D of Example 5, 25 mg, 0.062 mmol), triethylamine (13 microL, 0.093 mmol) and 2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (35 mg, 0.093 mmol) at room temperature, then stirred. After 15 h, 2-imidazolidone-4-carboxylic acid (12 mg, 0.093 mmol) was added to the mixture and stirred at room temperature. After 2 days, the mixture was washed with water (0.5 mL). The organic layer was mounted to a strong cationic exchange column (SCX) which was preconditioning with methanol (4 mL). SCX was washed with methanol (4 mL). Finally SCX was washed with 1 mol/L ammonia in methanol (5 mL), the product was collected a collection tube and concentrated at under reduced pressure by centrifugal concentrator. The residue (25 mg) was purified by prep-LC-MS(“process A”).

1. stirringstirred at room temperature
2. waitAfter 2 days
3. washthe mixture was washed with water (0.5 mL)
4. washSCX was washed with methanol (4 mL)
5. washFinally SCX was washed with 1 mol/L ammonia in methanol (5 mL)
6. customthe product was collected a collection tube
7. concentrationconcentrated at under reduced pressure by centrifugal concentrator
8. customThe residue (25 mg) was purified by prep-LC-MS(“process A”)

ORDレコード

ord-edd9885f87b247a48b3af14e7a6dec4f

出典データセット

uspto-grants-2014_02

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08653063B2