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1-[(Tert-butoxy)carbonyl]pyrrolidine-2-carboxylic acid → Tert-butyl 2-(6-phenylpyrimidin-4-yl)pyrrolidine-1-carboxylate

HRID 1394986
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HRID 1394986 반응식
CC(C)(C)OC(=O)N1CCCC1C(=O)O.Clc1cc(-c2ccccc2)ncn1>CC(C)(C)c1cc[n]2->[Ir+]34([c]5cc(F)cc(F)c5-c5ccc(C(F)(F)F)c[n]->35)([c]3cc(F)cc(F)c3-c3ccc(C(F)(F)F)c[n]->43)<-[n]3ccc(C(C)(C)C)cc3-c2c1.CC(C)(C)c1ccnc(-c2cc(C(C)(C)C)ccn2)c1.CN(C)C=O.COCCOC.F[P-](F)(F)(F)(F)F.O=C([O-])[O-].[Cl][Ni][Cl].[Cs+].[Cs+]>CC(C)(C)OC(=O)N1CCCC1c1cc(-c2ccccc2)ncn1
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참가 물질

8

반응물 2

HCID 2684721-[(Tert-butoxy)carbonyl]pyrrolidine-2-carboxylic acidHCID 5934294-Chloro-6-phenylpyrimidine

생성물 1

HCID 118426415Tert-butyl 2-(6-phenylpyrimidin-4-yl)pyrrolidine-1-carboxylate수율 65%

시약·촉매·용매 5

HCID 10796Cesium carbonate시약HCID 42491874,4'-Di-tert-butyl-2,2'-bipyridyl촉매

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온도
23 °C

실험 절차

Prior to irradiation, the reaction mixture was degassed by bubbling argon for 20 minutes

후처리

  1. additiondiluted with saturated aqueous NaHCO3
  2. addition기록된 절차가 없습니다
  3. addition기록된 절차가 없습니다
  4. addition기록된 절차가 없습니다
  5. extractionextracted with Et2O (3 x 100 mL) · organic 상 유지
  6. washwashed with water and brine
  7. dry with materialdried over MgSO4
  8. concentrationconcentrated in vacuo
  9. flash chromatographyFluka, 230-400 mesh, solvent system: 20% ethyl acetate/hexane

출처 및 근거

ORD 기록
ord-980f59be0fef4944a93d6d926e7c186a
출처 데이터셋
Coupling of α-carboxyl sp3-carbons with aryl halides
DOI
10.1126/science.1255525
원본 링크
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