Реакция #417991

ord-d35f6516ad5c49a1a37ec5e77f19cdca

Уравнение реакции

ClCCl
dichloromethane
Nc1cccc(Cn2c(=O)sc3ccc(Cl)cc32)c1
3-(3-aminobenzyl)-5-chloro-3H-benzothiazol-2-one
CCCN1CCN(C)CC1.O=C(O)Cl
3-(4-methylpiperazin-1-yl)propane 1-chloroformate
CCN(C(C)C)C(C)C
DIPEA
CN1CCN(CCCOC(=O)Nc2cccc(Cn3c(=O)sc4ccc(Cl)cc43)c2)CC1
3-(4-methylpiperazin-1-yl)propyl [3-(5-chloro-2-oxobenzothiazol-3-ylmethyl)phenyl]carbamate

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Промывкаis subsequently washed with 10 ml of 2N NaOH
  2. 2
    Другоеdried
  3. 3
    Другоеevaporated
  4. 4
    ДругоеThe crude product is purified by means of preparative HPLC

Методика

173 mg (0.36 mmol) of 3-(3-aminobenzyl)-5-chloro-3H-benzothiazol-2-one and 198 mg (0.67 mmol) of 3-(4-methylpiperazin-1-yl)propane 1-chloroformate are suspended in 3 ml of THF, and 253 μl (1.46 mmol) of DIPEA are added. The reaction mixture is stirred overnight at room temperature. 50 ml of dichloromethane are added to the suspension, which is subsequently washed with 10 ml of 2N NaOH, dried and evaporated. The crude product is purified by means of preparative HPLC. The product “A13” is in the form of the trifluoroacetate.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08877751B2uspto-grants-2014_11