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

HRID 1394986

反応式

HRID 1394986 の反応式
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

参加物

8

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 5

HCID 10796Cesium carbonate試薬HCID 42491874,4'-Di-tert-butyl-2,2'-bipyridyl触媒HCID 15773433Dichloronickel;1,2-dimethoxyethane触媒HCID 178441129HCID 178441129、化合物触媒HCID 6228Dimethylformamide溶媒

反応条件

温度
23 °C

実験手順

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

後処理

  1. additiondiluted with saturated aqueous NaHCO3
  2. addition手順は記録されていません
  3. addition手順は記録されていません
  4. addition手順は記録されていません
  5. extractionextracted with Et2O (3 x 100 mL) · organic 相を保持
  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

出典と根拠

ORDレコード
ord-980f59be0fef4944a93d6d926e7c186a
出典データセット
Coupling of α-carboxyl sp3-carbons with aryl halides
元リンク
出典を表示

関連ノート

読み込み中…