반응 #2358521

ord-c486dd16e6c14a00b2e48518359803fe

반응 방정식

ClCCl
CH2Cl2
CS(=O)(=O)c1cc(F)cc(OCCBr)c1
1-(2-bromoethoxy)-3-fluoro-5-methylsulfonyl-benzene
C1CNC1
azetidine
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CS(=O)(=O)c1cc(F)cc(OCCN2CCC2)c1
1-[2-(3-fluoro-5-methylsulfonyl-phenoxy)ethyl]azetidine

반응 조건

온도
120°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도The reaction mixture was cooled to room temperature
  2. 2
    여과solids was filtered off
  3. 3
    기타the volatiles were evaporated
  4. 4
    기타re-crystallized from methanol/diethyl ether

실험 절차

1-(2-bromoethoxy)-3-fluoro-5-methylsulfonyl-benzene (0.5 g, 1.6 mmol), azetidine (0.23 ml, 3.2 mmol) and potassium carbonate (0.58 g, 4.2 mmol) was dissolved in acetonitrile (10 ml). The mixture was heated in a sealed container at 120° C. for 2 h. The reaction mixture was cooled to room temperature, CH2Cl2 (100 ml) was added, solids was filtered off and the volatiles were evaporated. The amine was converted to the fumaric acid salt and re-crystallized from methanol/diethyl ether. MS m/z (relative intensity, 70 eV) 273 (M+, 1), 94 (5), 82 (3), 71 (5), 70 (bp).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US09120728B2uspto-grants-2015_09