反应详情

To a stirred solution of 4-((4-chlorophenyl)((4-methoxybenzyl)amino)methyl)-1-cyclopropyl-3-methyl-1H-pyrazole-5-carboxylic acid (Step 23.7) (2.30 g, 4.59 mmol) in CH2Cl2 (30 mL) under Ar was added 1-chloro-N,N,2-trimethyl-1-propenylamine (0.846 mL, 6.43 mmol) at 0° C. The reaction mixture was stirred for 1 hr at rt, quenched with a saturated aqueous solution of NaHCO3 (75 mL), and extracted with CH2Cl2 (2×100 mL) The combined organic layers were washed with a saturated aqueous solution of NaHCO3 (100 mL), dried (Na2SO4) and evaporated. The crude material was purified by silica gel column chromatography (Hex/EtOAc 5-30%) to afford the title product (1.82 g, 4.24 mmol, 92% yield) as a yellow oil. tR: 5.76 min (HPLC 1); tR: 1.27 min (LC-MS 2); ESI-MS: 408 [M+H]+ (LC-MS 2); Rf=0.66 (hexane/EtOAc 1:1).

1. customquenched with a saturated aqueous solution of NaHCO3 (75 mL)
2. extractionextracted with CH2Cl2 (2×100 mL) The combined organic layers
3. washwere washed with a saturated aqueous solution of NaHCO3 (100 mL)
4. dry with materialdried (Na2SO4)
5. customevaporated
6. customThe crude material was purified by silica gel column chromatography (Hex/EtOAc 5-30%)