Nitrogen → HCID 57445398, 화합물

HRID 1993364노트

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HRID 1993364 반응식
Cl[C:2]1[N:3]=[N:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[C:10]([F:16])[CH:9]=2)=[CH:6][CH:7]=1.B1([CH2:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)C2CCCC1CCC2.C([O-])([O-])=O.[K+].[K+].N#N>CN(C=O)C.C1C=CC(P([C]2[CH][CH][CH][CH]2)C2C=CC=CC=2)=CC=1.C1C=CC(P([C]2[CH][CH][CH][CH]2)C2C=CC=CC=2)=CC=1.Cl[Pd]Cl.[Fe]>[CH2:26]([C:2]1[N:3]=[N:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[C:10]([F:16])[CH:9]=2)=[CH:6][CH:7]=1)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1

참가 물질

7

반응물 4

HCID 947NitrogenHCID 11430Potassium CarbonateHCID 41509249-Benzyl-9-borabicyclo(3.3.1)nonaneHCID 203982843-Chloro-6-(3-fluoro-4-methoxyphenyl)pyridazine

생성물 1

HCID 57445398HCID 57445398, 화합물

시약·촉매·용매 2

HCID 178477754HCID 178477754, 화합물촉매HCID 6228Dimethylformamide용매

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온도
65 °C

실험 절차

A solution of 3-chloro-6-(3-fluoro-4-methoxy-phenyl)-pyridazine (Step 1, 2.0 g, 8.38 mmol), B-benzyl-9-BBN (0.5 mL in THF, 20 mL) and K2CO3 (3.5 g, 25.1 mmol) in 30 mL of DMF was degassed with N2 for 5 min. Cat. Pd(DPPF)Cl2 (731 mg, 1 mmol) was then added and the reaction was heated at 65° C. for 3 h (preheated oil bath). The mixture was poured into ice water and extracted with 50 mL 2×EtOAc. The combined organic phases were washed with 50 mL of brine and dried over Na2SO4. The solution was concentrated in vacuo and the crude was purified by silica gel column chromatograph (50% EtOAc/Hexane to EtOAc) to give light yellow solid. MS (ESI pos. ion) m/z: 295.3 (M+H). Calc'd Exact Mass for C18H15FN2O: 294.32.

후처리

  1. extractionextracted with 50 mL 2×EtOAc
  2. washThe combined organic phases were washed with 50 mL of brine
  3. dry with materialdried over Na2SO4
  4. concentrationThe solution was concentrated in vacuo
  5. customthe crude was purified by silica gel column chromatograph (50% EtOAc/Hexane to EtOAc)
  6. customto give light yellow solid

출처 및 근거

ORD 기록
ord-b95c7908c6174fc394e4e6df1b1d58b7
출처 데이터셋
uspto-grants-2010_01
특허 번호
US07652009B2

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