Реакция #2275715

ord-427d8ca9ad2f4817b5a404659a2e8806

Уравнение реакции

CC(C)(C)OC(=O)CNC(=O)c1ncc(O)cc1O
[(3,5-dihydroxy-pyridine-2-carbonyl)-amino]-acetic acid tert-butyl ester
O=C(O)C(F)(F)F
trifluoroacetic acid
O=C(O)CNC(=O)c1ncc(O)cc1O
desired compound
Выход 89.0%
O=C(O)CNC(=O)c1ncc(O)cc1O
[(3,5-dihydroxy-pyridine-2-carbonyl)-amino]-acetic acid
Выход 89.0%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Концентрированиеconcentrated under reduced pressure
  2. 2
    ФильтрацияThe solid that remains is collected by filtration
  3. 3
    Промывкаwashed with Et2O

Методика

To a solution of [(3,5-dihydroxy-pyridine-2-carbonyl)-amino]-acetic acid tert-butyl ester, 28, (0.10 g, 0.37 mmol) in CH2Cl2 (4 mL) at room temperature is added trifluoroacetic acid (1 mL). The reaction is stirred for 16 hours at room temperature and then concentrated under reduced pressure. The solid that remains is collected by filtration, washed with Et2O to afford 0.070 g (89% yield) of the desired compound as a colorless solid. 1H NMR (250 MHz, DMSO-d6) δ ppm 10.86 (1H, br s), 9.00 (1H, t, J=6.1 Hz), 7.77 (1H, d, J=2.4 Hz), 6.69 (1H, d, J=2.4 Hz), 3.95 (1H, d, J=6.2 Hz). HPLC-MS: m/z 213 [M+H]+.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08323671B2uspto-grants-2012_12