Dimethylformamide → 6-Chloro-5-fluoropyridine-3-carbaldehyde

HRID 2066862

反応式

HRID 2066862 の反応式
C([Li])CCC.Br[C:7]1[CH:8]=[C:9]([F:14])[C:10]([Cl:13])=[N:11][CH:12]=1.CN([CH:18]=[O:19])C.CCOC(C)=O>CCOCC>[Cl:13][C:10]1[N:11]=[CH:12][C:7]([CH:18]=[O:19])=[CH:8][C:9]=1[F:14]

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 8857Ethyl AcetateHCID 27632855-Bromo-2-chloro-3-fluoropyridineHCID 178418339Butyllithium

生成物 1

HCID 216981946-Chloro-5-fluoropyridine-3-carbaldehyde

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

Butyl lithium (2.5 M in hexane, 2.5 mL, 6.3 mmol) was added to 5-bromo-2-chloro-3-fluoro-pyridine (1 g, 4.75 mmol) in 10 mL of ether at −78° C. After 10 minutes, DMF (5 mL) was added and the mixture was warmed to room temperature over 1 h. The mixture was poured into 20 mL of EtOAc and the mixture was washed with water (20 mL) and brine (20 mL), dried over magnesium sulfate and concentrated to afford the crude 53a (0.92 g) as a brown oil: LC-MS160.0 (MH+).

後処理

  1. washthe mixture was washed with water (20 mL) and brine (20 mL)
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated

出典と根拠

ORDレコード
ord-c4d725c0dae449cf9394add94b98aae3
出典データセット
uspto-grants-2012_10
特許番号
US08293729B2

関連ノート

読み込み中…