反应详情

To a stirred suspension of 3,5-dichloro-isonicotinic acid (85 mg, 0.44 mmol) in CH2Cl2 (3 mL) was added DMF (1 drop) and oxalyl chloride (0.12 mL, 1.4 mmol). The suspension was stirred at room temperature for 2 h, then concentrated under reduced pressure. A solution of (5-aminomethyl-2-{[(3-amino-pyridin-2-ylmethyl)-((S)-5,6,7,8-tetrahydro-quinolin-8-yl)-amino]-methyl}-phenyl)-methanol (88 mg, 0.22 mmol) in THF (3 mL) was added to the acid chloride followed by Et3N (0.04 mL, 0.3 mmol). The mixture was stirred for 1 h, then diluted with CH2Cl2 (10 mL) and washed with water (10 mL). The aqueous layer was extracted with CH2Cl2 (3×8 mL), and the combined organic layers were washed with saturated NaHCO3 (20 mL), then dried (Na2SO4) and concentrated under reduced pressure. The residue was purified using flash chromatography on silica gel (97:2:1 CH2Cl2/MeOH/NH4OH) to give COMPOUND 407 (21 mg, 17%), as a white foam.

1. concentrationconcentrated under reduced pressure
2. stirringThe mixture was stirred for 1 h
3. washwashed with water (10 mL)
4. extractionThe aqueous layer was extracted with CH2Cl2 (3×8 mL)
5. washthe combined organic layers were washed with saturated NaHCO3 (20 mL)
6. dry with materialdried (Na2SO4)
7. concentrationconcentrated under reduced pressure
8. customThe residue was purified