Nitrogen → HCID 89501016, 화합물

HRID 515761노트

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HRID 515761 반응식
[Cl:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([N:9]2[CH:13]=[N:12][N:11]=[N:10]2)=[C:4](I)[CH:3]=1.N#N.[C:17]([O:21][CH3:22])(=[O:20])[CH:18]=[CH2:19]>C(#N)C.CC([O-])=O.CC([O-])=O.[Pd+2]>[Cl:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([N:9]2[CH:13]=[N:12][N:11]=[N:10]2)=[C:4](/[CH:19]=[CH:18]/[C:17]([O:21][CH3:22])=[O:20])[CH:3]=1

참가 물질

6

반응물 3

HCID 947NitrogenHCID 7294Methyl AcrylateHCID 89501076HCID 89501076, 화합물

생성물 1

HCID 89501016HCID 89501016, 화합물

시약·촉매·용매 2

HCID 167845palladium(II) acetate촉매HCID 6342Acetonitrile용매

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온도
85 °C

실험 절차

A solution of Intermediate 5B (100 g, 324.4 mmol) in ACN (1000 mL) was degassed with N2. TEA (64 mL) and methyl acrylate (60 mL) were added and the reaction was further degassed. Pd(OAc)2 (8 g, 11.8 mmol) was added and the reaction was heated to 85° C. for 18 h. The reaction was concentrated and the residue was diluted with H2O. The aqueous layer was extracted with EtOAc and the combined organics were washed with brine. Purification by silica gel chromatography gave 25 g of Intermediate 5C. MS (ESI) m/z: 283.0 (M+H)+.

후처리

  1. concentrationThe reaction was concentrated
  2. additionthe residue was diluted with H2O
  3. extractionThe aqueous layer was extracted with EtOAc
  4. washthe combined organics were washed with brine
  5. customPurification by silica gel chromatography

출처 및 근거

ORD 기록
ord-428d063814b74d26aa62870d1615c337
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09108951B2

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