反应 #1435758

ord-3e4aa56dca4444158b84b5ee5e9b3379

反应方程式

Cl.Cl.NCCCCN1CCc2ccccc2C1
2-(4-aminobutyl)-1,2,3,4-tetrahydroisoquinoline dihydrochloride
CCN(C(C)C)C(C)C
N,N-diisopropylethylamine
O=S(=O)(Cl)c1cccc2ccccc12
naphtalene-1-sulfonyl chloride
Cl.O=S(=O)(NCCCCN1CCc2ccccc2C1)c1cccc2ccccc12
solid
收率 72.0%
Cl.O=S(=O)(NCCCCN1CCc2ccccc2C1)c1cccc2ccccc12
Naphthalene-1-sulfonic acid [4-(3,4-dihydro-1H-isoquinolin-2-yl)-butyl]amide hydrochloride
收率 72.0%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    洗涤The resulting solution was washed with water (3×15 mL)
  2. 2
    干燥dried over Na2SO4
  3. 3
    其他evaporated to dryness
  4. 4
    workup.DISSOLUTIONThe free base was dissolved in 2-propanol (5 mL)
  5. 5
    workup.ADDITIONA 2.8 M solution of hydrogen chloride in ethanol (0.40 mL) was then added
  6. 6
    其他The product was crystallized
  7. 7
    过滤collected by filtration, and vacuum
  8. 8
    其他dried

实验过程

A solution of 2-(4-aminobutyl)-1,2,3,4-tetrahydroisoquinoline dihydrochloride (272 mg, 1 mmol), N,N-diisopropylethylamine (517 mg, 4 mmol) in CH2Cl2 (10 mL), was added naphtalene-1-sulfonyl chloride (238 mg, 1.05 mmol) and was stirred overnight at room temperature. The resulting solution was washed with water (3×15 mL) and dried over Na2SO4, and evaporated to dryness. The free base was dissolved in 2-propanol (5 mL). A 2.8 M solution of hydrogen chloride in ethanol (0.40 mL) was then added. The product was crystallized and collected by filtration, and vacuum dried to give a white solid (310 mg, 72%).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07211585B2uspto-grants-2007_05