反应 #1256768

ord-e05ad0a7b02e4475841b4d6c5f2ee498

反应方程式

CC(C)N=C=O
isopropyl isocyanate
COc1ccc(C2CCCCC2)cc1-c1csc(NC(=O)N2CCN(C3CCCNC3)CC2)n1
compound
COc1ccc(C2CCCCC2)cc1-c1csc(NC(=O)N2CCN(C3CCCNC3)CC2)n1
4-piperidin-3-ylpiperazine-1-carboxylic acid [4-(5-cyclohexyl-2-methoxyphenyl)thiazol-2-yl]amide
O
water
COc1ccc(C2CCCCC2)cc1-c1csc(NC(=O)N2CCN(C3CCCN(C(=O)NC(C)C)C3)CC2)n1
expected product
COc1ccc(C2CCCCC2)cc1-c1csc(NC(=O)N2CCN(C3CCCN(C(=O)NC(C)C)C3)CC2)n1
4-(1-isopropylcarbamoylpiperidin-3-yl)piperazine-1-carboxylic acid [4-(5-cyclohexyl-2-methoxyphenyl)thiazol-2-yl]amide

溶剂

反应条件

温度
0°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    洗涤The organic phase was washed twice with a saturated NaHCO3 solution
  2. 2
    干燥After drying over MgSO4
  3. 3
    浓缩the organic phase was concentrated
  4. 4
    其他then purified by flash chromatography

实验过程

0.06 ml of isopropyl isocyanate was added to a solution of 0.2 g of the compound obtained in step 2.4 in 1.2 ml of DCM, at 0° C. The medium was stirred for 2 h at 0° C. then hydrolysed with 5 ml of water and diluted with 10 ml of DCM. The organic phase was washed twice with a saturated NaHCO3 solution then with a saturated NaCl solution. After drying over MgSO4, the organic phase was concentrated then purified by flash chromatography to produce 0.16 g of the expected product.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07825112B2uspto-grants-2010_11