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

HRID 1783417ノート

反応式

HRID 1783417 の反応式
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

参加物

4

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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+).

後処理

  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)

出典と根拠

ORDレコード
ord-a767e2cc465548bba826aba987932013
出典データセット
uspto-grants-2009_03
特許番号
US07501406B2

反応ノート

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