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

HRID 1394986

반응식

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

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'-bipyridyl촉매HCID 15773433Dichloronickel;1,2-dimethoxyethane촉매HCID 178441129HCID 178441129, 화합물촉매HCID 6228Dimethylformamide용매

반응 조건

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
원본 링크
출처 보기

연결된 노트

불러오는 중…