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

HRID 1531845

반응식

HRID 1531845 반응식
[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]

참가 물질

8

반응물 5

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

생성물 1

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

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 57417360Sodium chloride; water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-bc07b0f986774c52b74867c3f8109621
출처 데이터셋
uspto-grants-2001_03
특허 번호
US06200986B1

연결된 노트

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