TfOH-TFA → 5-Chloro-pyridine-2-sulfonic acid ((R)-5,5-difluoro-2-oxo-azepan-3-yl)-amide

HRID 1783417노트

반응식

HRID 1783417 반응식
FC(F)(F)C(O)=O.FC(F)(F)S(O)(=O)=O.COC1C=C(OC)C=CC=1C[N:21]1[CH2:27][CH2:26][C:25]([F:29])([F:28])[CH2:24][C@@H:23]([NH:30][S:31]([C:34]2[CH:39]=[CH:38][C:37]([Cl:40])=[CH:36][N:35]=2)(=[O:33])=[O:32])[C:22]1=[O:41]>ClCCl>[F:29][C:25]1([F:28])[CH2:26][CH2:27][NH:21][C:22](=[O:41])[C@H:23]([NH:30][S:31]([C:34]2[CH:39]=[CH:38][C:37]([Cl:40])=[CH:36][N:35]=2)(=[O:32])=[O:33])[CH2:24]1

참가 물질

4

반응물 2

HCID 18539426TfOH-TFAHCID 866107455-Chloro-pyridine-2-sulfonic acid [(R)-1-(2,4-dimethoxy-benzyl)-5,5-difluoro-2-oxo-azepan-3-yl]-amide

생성물 1

HCID 866107465-Chloro-pyridine-2-sulfonic acid ((R)-5,5-difluoro-2-oxo-azepan-3-yl)-amide

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A mixture containing trifluoroacetic acid/trifluoromethanesulfonic acid (5:2 v/v, 2.44 ml) was added to 5-chloro-pyridine-2-sulfonic acid [(R)-1-(2,4-dimethoxy-benzyl)-5,5-difluoro-2-oxo-azepan-3-yl]-amide (0.37 g, 0.76 mmol) in dichloromethane (20 ml). After 2 h the reaction mixture was concentrated under reduced pressure and the residue taken up in ethyl acetate and washed with water, saturated aqueous sodium bicarbonate and brine, dried (Na2SO4), filtered, concentrated under reduced pressure and purified over silica gel (heptane-ethylacetate, 1:1-0:1); white solid 0.22 g (84%); MS: m/e=340.0 (MH+).

후처리

  1. concentrationAfter 2 h the reaction mixture was concentrated under reduced pressure
  2. washwashed with water, saturated aqueous sodium bicarbonate and brine
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. custompurified over silica gel (heptane-ethylacetate, 1:1-0:1)

출처 및 근거

ORD 기록
ord-a767e2cc465548bba826aba987932013
출처 데이터셋
uspto-grants-2009_03
특허 번호
US07501406B2

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