반응 #9213

ord-871ba8cd3b864435860dd69669537659

반응 방정식

CCNC(=O)Nc1nc2ccc(Br)c(O)c2s1
1-(6-bromo-7-hydroxy-2-benzothiazolyl)-3-ethyl-urea
O=S(=O)(OS(=O)(=O)C(F)(F)F)C(F)(F)F
(CF3SO2)2O
CCNC(=O)Nc1nc2ccc(Br)c(S(=O)(=O)C(F)(F)F)c2s1
1-(6-Bromo-7-trifluoromethanesulfonyl-2-benzthiazolyl)-3-ethyl-urea

용매

반응 조건

온도
35°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타The solvent was then evaporated
  2. 2
    기타The crude material was purified by LC/MS
  3. 3
    기타to give 23 mg (32%) pure 14

실험 절차

To a solution of 1-(6-bromo-7-hydroxy-2-benzothiazolyl)-3-ethyl-urea (50 mg, 0.158 mmol) in pyridine (1 mL) were added 3 portions of (CF3SO2)2O (29 μL, 0.174 mmol) about 45 minutes apart. The reaction mixture was stirred for about 3 hours at about 35° C. The solvent was then evaporated. The crude material was purified by LC/MS to give 23 mg (32%) pure 14. 1H NMR (DMSO) δ 1.09 (t, 3H, J=8 Hz CH3), 3.19 (m, 2H, CH2), 6.79 (br s, 1H, NH), 7.67 (d, 1H, J=12 Hz, ArH), 7.80 (d, 1H, J=8 Hz, ArH), 11.20 (br s, 1H, NH). HPLC retention time 3.58 minutes.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07091227B2uspto-grants-2006_08