Triethylamine → HCID 21886474、化合物

HRID 723101ノート

反応式

HRID 723101 の反応式
Br[C:2]1[C:7]([CH3:8])=[CH:6][C:5]([Cl:9])=[CH:4][C:3]=1[NH2:10].C1(P(C2CCCCC2)C2C=CC=CC=2C2C=CC=CC=2)CCCCC1.CCN(CC)CC.[CH3:43][C:44]1([CH3:51])[C:48]([CH3:50])([CH3:49])[O:47][BH:46][O:45]1>CC([O-])=O.CC([O-])=O.[Pd+2].O1CCOCC1>[Cl:9][C:5]1[CH:6]=[C:7]([CH3:8])[C:2]([B:46]2[O:47][C:48]([CH3:50])([CH3:49])[C:44]([CH3:51])([CH3:43])[O:45]2)=[C:3]([NH2:10])[CH:4]=1

参加物

7

反応物 4

HCID 8471TriethylamineHCID 27342162-(Dicyclohexylphosphino)biphenylHCID 27347684,4,5,5-Tetramethyl[1,3,2]dioxaborolaneHCID 21886382Benzenamine, 2-bromo-5-chloro-3-methyl-

生成物 1

HCID 21886474HCID 21886474、化合物

試薬・触媒・溶媒 2

HCID 167845palladium(II) acetate触媒HCID 312751,4-Dioxane溶媒

反応条件

温度
80 °C

実験手順

2-Bromo-5-chloro-3-methyl-phenylamine (595 mg, 2.7 mmol, Example 135: step c), Pd(OAc)2 (30.3 mg, 0.14 mmol), 2-(dicyclohexylphosphino)biphenyl (189.2 mg, 0.54 mmol) and Et3N (1.5 mL, 10.8 mmol) were dissolved into dioxane (10 mL). To this was added 4,4,5,5-Tetramethyl-[1,3,2]dioxaborolane (1.2 mL, 8.1 mmol) slowly. The reaction was heated to 80° C. overnight. The solvents were removed in vacuo and the resulting residue was dissolved into EtOAc and washed with brine. The combined organic layers were dried (MgSO4) and removal of the solvents in vacuo resulted in a mixture of the title compound and 3-Methyl-2,5-bis-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenylamine were obtained and used with out further purification.

後処理

  1. customThe solvents were removed in vacuo
  2. dissolutionthe resulting residue was dissolved into EtOAc
  3. washwashed with brine
  4. customThe combined organic layers were dried
  5. custom(MgSO4) and removal of the solvents in vacuo

出典と根拠

ORDレコード
ord-279f37468f6943bf97477eaa7b3aaabe
出典データセット
uspto-grants-2006_11
特許番号
US07138530B2

反応ノート

読み込み中…