Picolinic acid → N,N'-Bis(picolinovl)-2.5-diazabicyclo[2 .2.2]octane

HRID 1531845

反応式

HRID 1531845 の反応式
[CH:1]12[CH2:8][CH2:7][CH:4]([NH:5][CH2:6]1)[CH2:3][NH:2]2.[N:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15]([OH:17])=O.CN([P+](O[N:29]1N=N[C:31]2[CH:32]=[CH:33][CH:34]=[CH:35][C:30]1=2)(N(C)C)N(C)C)C.F[P-](F)(F)(F)(F)F.C1C=C2N=NN([OH:54])C2=CC=1.O.CCN(C(C)C)C(C)C>CN(C=O)C.[Cl-].[Na+].O>[N:29]1[CH:30]=[CH:31][CH:32]=[CH:33][C:34]=1[C:35]([N:2]1[CH2:3][CH:4]2[CH2:7][CH2:8][CH:1]1[CH2:6][N:5]2[C:15](=[O:17])[C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][N:9]=1)=[O:54]

参加物

8

反応物 5

HCID 1018Picolinic acidHCID 81531DiisopropylethylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 4233472,5-Diazabicyclo(2.2.2)octaneHCID 27960291-Hydroxybenzotriazole hydrate

生成物 1

HCID 9905241N,N'-Bis(picolinovl)-2.5-diazabicyclo[2 .2.2]octane

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 57417360Sodium chloride; water溶媒

実験手順

Combine 2,5-diazabicyclo[2.2.2]octane (1 molar equivalent), picolinic acid (3 molar equivalents), BOP reagent (3 molar equivalents), HOBt hydrate (3 molar equivalents) and iPr2NEt (5 molar eqiuvalents) in DMF. Maintain the reaction at room temperature for 18 h. Quench the reaction by pouring into brine and extracting with EtOAc. Dry the combined organic extracts over Na2SO4 and remove the solvent in vacuo. Purification by flash chromatography gives the title product.

後処理

  1. temperatureMaintain
  2. customthe reaction at room temperature for 18 h
  3. customQuench
  4. customthe reaction
  5. extractionextracting with EtOAc
  6. dry with materialDry the combined organic extracts over Na2SO4
  7. customremove the solvent in vacuo
  8. customPurification by flash chromatography

出典と根拠

ORDレコード
ord-bc07b0f986774c52b74867c3f8109621
出典データセット
uspto-grants-2001_03
特許番号
US06200986B1

関連ノート

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