Sodium Carbonate → 3-Bromo-5-(3,4-dichlorophenyl)-4-amino-pyridine

HRID 275691ノート

反応式

HRID 275691 の反応式
Br[C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Br:9])[C:7]=1[NH2:8].C([O-])([O-])=O.[Na+].[Na+].[Cl:16][C:17]1[C:18]([Cl:26])=[C:19](B(O)O)[CH:20]=[CH:21][CH:22]=1>C1(C)C=CC=CC=1.C(O)C.C(OCC)(=O)C.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[Br:9][C:6]1[CH:5]=[N:4][CH:3]=[C:2]([C:20]2[CH:21]=[CH:22][C:17]([Cl:16])=[C:18]([Cl:26])[CH:19]=2)[C:7]=1[NH2:8]

参加物

8

反応物 3

HCID 10340Sodium CarbonateHCID 6197924-Amino-3,5-dibromopyridineHCID 27346612,3-Dichlorobenzeneboronic acid

生成物 1

HCID 222673173-Bromo-5-(3,4-dichlorophenyl)-4-amino-pyridine

試薬・触媒・溶媒 4

HCID 178418397HCID 178418397、化合物触媒HCID 702Ethanol溶媒HCID 1140Toluene溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A solution of 3,5-dibromo-4-amino-pyridine 1 (4.0 g, 15.87 mmol), Pd(PPh3)4 (0.91 g, 0.78 mmol) and aqueous solution of Na2CO3 (23.8 ml, 2M ) in toluene (80 ml ) is added to a solution of dichlorobenzene boronic acid (6.23 g, 46.4 mmole) in ethanol (24 ml). The mixture is refluxed for 14 h., diluted with ethyl acetate and washed with saturated NH4Cl solution. The organic layer is dried over sodium sulfate and concentrated in vacuo. The residue is chromatographed on silica gel to give 2.

後処理

  1. temperatureThe mixture is refluxed for 14 h.
  2. washwashed with saturated NH4Cl solution
  3. dry with materialThe organic layer is dried over sodium sulfate
  4. concentrationconcentrated in vacuo
  5. customThe residue is chromatographed on silica gel
  6. customto give 2

出典と根拠

ORDレコード
ord-ed00e718315a478aab89f08033edd7a5
出典データセット
uspto-grants-2002_03
特許番号
US06352990B1

反応ノート

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