Pyridine → HCID 46912083, 화합물

HRID 751359노트

반응식

HRID 751359 반응식
[Cl:1][C:2]1[NH:10][C:5]2=[N:6][CH:7]=[CH:8][CH:9]=[C:4]2[C:3]=1[CH:11]=[O:12].[C:13]1(B(O)O)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(N(CC)CC)C.N1C=CC=CC=1>ClCCl>[Cl:1][C:2]1[N:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:5]2=[N:6][CH:7]=[CH:8][CH:9]=[C:4]2[C:3]=1[CH:11]=[O:12]

참가 물질

6

반응물 4

HCID 1049PyridineHCID 8471TriethylamineHCID 66827Phenylboronic AcidHCID 469417132-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carboxaldehyde

생성물 1

HCID 46912083HCID 46912083, 화합물수율 25%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A mixture of 2-chloro-1H-pyrrolo[2,3-b]pyridine-3-carboxaldehyde (70 mg, 0.39 mmol) cupric acetate (140 mg, 0.77 mmol), phenylboronic acid (93 mg, 0.76 mmol), 4A molecular sieve (200 mg), triethylamine (106 μL), pyridine (61 μL) and dichloromethane (5.5 mL) is vigorously stirred at room temperature for 48 hr. The solids are removed by filtration through a pad of Hi-Flo and the filtrate is concentrated. The residue is purified by chromatography eluting with dichloromethane-2% methanol. Product containing fractions are combined and concentrated to give 2-chloro-1-phenyl-1H-pyrrolo[2,3-b]pyridine-3-carboxaldehyde (25 mg, 25% yield) as a pale yellow oil.

후처리

  1. customThe solids are removed by filtration through a pad of Hi-Flo
  2. concentrationthe filtrate is concentrated
  3. customThe residue is purified by chromatography
  4. washeluting with dichloromethane-2% methanol
  5. additionProduct containing fractions
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-12742770d80a47f38f6cf36bc820679b
출처 데이터셋
uspto-grants-2008_07
특허 번호
US07405300B2

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