Nitrogen → 8-Bromo-2-vinylquinoline

HRID 1041955

反応式

HRID 1041955 の反応式
Br[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[C:5]([Br:12])[CH:6]=[CH:7][CH:8]=2)[N:3]=1.[CH:13](OB([O-])[O-])=[CH2:14].C(N(CC)CC)C.N#N>C1COCC1.CC(O)C.CCOC(C)=O.O.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.Cl[Pd]Cl.[Fe+2].ClCCl>[Br:12][C:5]1[CH:6]=[CH:7][CH:8]=[C:9]2[C:4]=1[N:3]=[C:2]([CH:13]=[CH2:14])[CH:11]=[CH:10]2

参加物

8

反応物 4

HCID 947NitrogenHCID 8471TriethylamineHCID 459259512,8-DibromoquinolineHCID 86654342Vinylborate

生成物 1

HCID 672347808-Bromo-2-vinylquinoline

試薬・触媒・溶媒 3

HCID 178418807HCID 178418807、化合物触媒HCID 22597222Tetrahydrofuran 2-propanol溶媒HCID 22728543Water ethylacetate溶媒

反応条件

温度
55 °C

実験手順

To 2,8-dibromoquinoline (1.836 g, 6.398 mmol) in THF/IPA (20 mL/10 mL) was added vinylborate (0.9428 g, 7.038 mmol) and triethylamine (0.7769 g, 7.678 mmol). The reaction mixture was purged with N2, and PdCl2(dppf) dichloromethane adduct (0.3685 g, 0.4479 mmol) was added. The reaction was stirred at 55° C. for 12 hours, then cooled to ambient temperature. The reaction mixture was diluted with EtOAc/H2O, and the organic layer was separated and concentrated to provide the crude product.

後処理

  1. additionwas added
  2. temperaturecooled to ambient temperature
  3. customthe organic layer was separated
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-c3839b95bf424f1f8b545afef0bba66f
出典データセット
uspto-grants-2013_10
特許番号
US08557809B2

関連ノート

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