Nitrogen → HCID 57445398、化合物

HRID 1993364ノート

反応式

HRID 1993364 の反応式
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

参加物

7

反応物 4

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

生成物 1

HCID 57445398HCID 57445398、化合物

試薬・触媒・溶媒 2

HCID 178477754HCID 178477754、化合物触媒HCID 6228Dimethylformamide溶媒

反応条件

温度
65 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b95c7908c6174fc394e4e6df1b1d58b7
出典データセット
uspto-grants-2010_01
特許番号
US07652009B2

反応ノート

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