Реакция #2195490

ord-88e5ef5a14e44e469a8964bd17a3b65b

Уравнение реакции

O=C(Cl)c1cccs1
2-Thiophenecarbonylchloride
CC(C)(C)OC(=O)N1CCNCC1
tert-butyl-1-piperazinecarboxylate
CC(C)(C)OC(=O)N1CCN(C(=O)c2cccs2)CC1
solids
Выход 88.1%
CC(C)(C)OC(=O)N1CCN(C(=O)c2cccs2)CC1
4-(Thiophene-2-carbonyl)-piperazine-1-carboxylic acid tert-butyl ester
Выход 88.1%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Фильтрацияthe precipitate was filtered
  2. 2
    Промывкаwashed several times with water
  3. 3
    Другоеdried

Методика

2-Thiophenecarbonylchloride (2.04 g, 1.49 mL) was added to a solution of tert-butyl-1-piperazinecarboxylate (2.5 g, 13.4 mmol) and DMAP (20 mg) in pyridine (15 mL) at 0° C. under N2 atmosphere and stirred at room temperature for overnight. The mixture was poured into ice water, the precipitate was filtered, washed several times with water, and dried to yield white solids (3.5 g, 88%). Mp 76° C. 1H NMR (DMSO-d6): δ 1.42 (s, 12H), 3.40 (m, 4H), 3.61 (m, 4H), 7.12 (m, 1H), 7.43 (d, J=4.1 Hz, 1H), 7.77 (d, J=4.8 Hz, 1H). EIMS m/z 297 (M+1), 319 (M+23). Anal. (C14H20N2O3S) C, H, N.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US07514225B2uspto-grants-2009_04