2,4-Dichlorophenylboric acid → 5-(2,4-Dichloro-phenyl)-2-[4-(4-pyrrolidin-1-ylmethyl-phenyl)-but-1-ynyl]-pyridine

HRID 271639

반응식

HRID 271639 반응식
Br[C:2]1[CH:3]=[CH:4][C:5]([C:8]#[C:9][CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][C:15]([CH2:18][N:19]3[CH2:23][CH2:22][CH2:21][CH2:20]3)=[CH:14][CH:13]=2)=[N:6][CH:7]=1.[Cl:24][C:25]1[CH:30]=[C:29]([Cl:31])[CH:28]=[CH:27][C:26]=1OB(O)O>O1CCOCC1.C([O-])([O-])=O.[Na+].[Na+]>[Cl:24][C:25]1[CH:30]=[C:29]([Cl:31])[CH:28]=[CH:27][C:26]=1[C:2]1[CH:3]=[CH:4][C:5]([C:8]#[C:9][CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][C:15]([CH2:18][N:19]3[CH2:23][CH2:22][CH2:21][CH2:20]3)=[CH:14][CH:13]=2)=[N:6][CH:7]=1

참가 물질

5

반응물 2

HCID 219844772,4-Dichlorophenylboric acidHCID 690713915-Bromo-2-[4-(4-pyrrolidin-1-ylmethyl-phenyl)-but-1-ynyl]-pyridine

생성물 1

HCID 117436795-(2,4-Dichloro-phenyl)-2-[4-(4-pyrrolidin-1-ylmethyl-phenyl)-but-1-ynyl]-pyridine

시약·촉매·용매 2

HCID 10340Sodium Carbonate용매HCID 312751,4-Dioxane용매

반응 조건

온도
110 °C

실험 절차

10 mg (0.01 mmol) tetrakis-triphenylphosphane-palladium are added to a suspension of 60 mg (0.16 mmol) 5-bromo-2-[4-(4-pyrrolidin-1-ylmethyl-phenyl)-but-1-ynyl]-pyridine and 63 mg (0.32 mmol) 2,4-dichlorophenylboric acid in 4 mL 1,4-dioxane and 1 mL 2 M Na2CO3 solution and the reaction mixture is stirred for 1 h at 110° C. The mixture is evaporated down i.vac. and the residue is extracted twice with in each case 15 mL EtOH. The solvent is removed and the residue is purified by HPLC.

후처리

  1. customThe mixture is evaporated down i.vac
  2. extractionand the residue is extracted twice with in each case 15 mL EtOH
  3. customThe solvent is removed
  4. customthe residue is purified by HPLC

출처 및 근거

ORD 기록
ord-14c34c2d8cb3446bb7d5fcb83ac0b49b
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07452911B2

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