Thiophene-3-boronic acid → Methyl 5-(thiophen-3-yl)nicotinate

HRID 1976594노트

반응식

HRID 1976594 반응식
[CH3:1][O:2][C:3](=[O:11])[C:4]1(Br)[CH:9]=[CH:8][CH:7]=[N:6][CH2:5]1.[S:12]1[CH:16]=[CH:15][C:14](B(O)O)=[CH:13]1>O1CCOCC1>[CH3:1][O:2][C:3](=[O:11])[C:4]1[CH:9]=[C:8]([C:14]2[CH:15]=[CH:16][S:12][CH:13]=2)[CH:7]=[N:6][CH:5]=1

참가 물질

4

반응물 2

HCID 581760Thiophene-3-boronic acidHCID 23436229HCID 23436229, 화합물

생성물 1

HCID 23004855Methyl 5-(thiophen-3-yl)nicotinate

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

반응 조건

온도
90 °C

실험 절차

Methyl-3-bromo-nicotinate and 3-thiophene boronic acid were dissolved in degassed dioxane (25 mL). To the homogeneous solution was added Pd((Ph3)4P)). The reaction was heated to 90° C. for 18 hours and then cooled to room temperature and concentrated. The residue was taken up into EtOAc and water. The layers were then separated and the organics washed with brine and dried (MgSO4). Flash LC (60% Hexanes/EtOAc) gave the desired product.

후처리

  1. temperaturecooled to room temperature
  2. concentrationconcentrated
  3. customThe layers were then separated
  4. washthe organics washed with brine
  5. dry with materialdried (MgSO4)

출처 및 근거

ORD 기록
ord-5f86f036c18f4dd29a7537145d3857c0
출처 데이터셋
uspto-grants-2001_05
특허 번호
US06228871B1

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