반응 #41790

ord-050f194b2ccb435b9890b6c38cda17f2

반응 방정식

CNc1ccc(Oc2ccnc(C(=O)O)c2)cc1[N+](=O)[O-]
4-(4-methylamino-3-nitro-phenoxy)-pyridine-2-carboxylic acid
CCN=C=NCCCN(C)C.Cl
EDC-HCl
On1nnc2cccnc21
HOAT
CCN(C(C)C)C(C)C
diisopropylethylamine
CC1(C)NCCO1
2,2-dimethyl-oxazolidine
CNc1ccc(Oc2ccnc(C(=O)NCCO)c2)cc1[N+](=O)[O-]
4-(4-Methylamino-3-nitro-phenoxy)-pyridine-2-carboxylic acid (2-hydroxy-ethyl)-amide

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    workup.ADDITIONwere added
  2. 2
    workup.ADDITIONwas added
  3. 3
    세척washed with water
  4. 4
    세척The aqueous layer was washed with ethyl acetate
  5. 5
    건조dried over MgSO4
  6. 6
    여과filtered
  7. 7
    농축concentrated

실험 절차

To a suspension of the 4-(4-methylamino-3-nitro-phenoxy)-pyridine-2-carboxylic acid (1 eq) in dry THF, EDC-HCl (1.2 eq), HOAT (1.2 eq), and diisopropylethylamine (3 eq) were added. The suspension was stirred for 10 minutes whereupon 2,2-dimethyl-oxazolidine (1.1 eq) was added and the solution is allowed to stir overnight. The mixture was then diluted with ethyl acetate and washed with water. The aqueous layer was washed with ethyl acetate, the organic layers combined, dried over MgSO4, filtered, and concentrated. LCMS m/z 333.2 (MH+), tR=2.1 min.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07728010B2uspto-grants-2010_06