Cesium carbonate → HCID 67445522、化合物

HRID 2194876ノート

反応式

HRID 2194876 の反応式
Cl[C:2]1[C:7]([O:8][CH2:9]C)=[CH:6][CH:5]=[CH:4][N:3]=1.C([O-])([O-])=O.[Cs+].[Cs+].[CH3:17][O:18][CH2:19][C:20]#[CH:21]>C(#N)C.C(OCC)C>[CH3:9][O:8][C:7]1[C:2]([C:21]#[C:20][CH2:19][O:18][CH3:17])=[N:3][CH:4]=[CH:5][CH:6]=1

参加物

6

反応物 3

HCID 10796Cesium carbonateHCID 693933-MethoxypropyneHCID 122934752-chloro-3-ethoxypyridine

生成物 1

HCID 67445522HCID 67445522、化合物

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 6342Acetonitrile溶媒

実験手順

To a solution of commercially available 2-chloro-3 ethoxy pyridine (1 eq.) in acetonitrile (1.9M) was added PdCl2(CH3CN)2 (0.015 eq.), Cs2CO3 (2.4 eq.) and 2-(dicyclohexylphosphino)-2′-6′-dimethoxy-1-1′-biphyl (S—PHOS; 0.044 eq.). The suspension was sonicated for 5 min then 3-methoxyprop-1-yne (1.7 eq.) was added. The final mixture was stirred 12 h at 100° C., cooled down to room temperature, diluted with diethylether. The organic fraction was washed with water, brine, dried over Na2SO4, filtered and concentrated. Purification by column chromatography on silica gel, eluting with CH2Cl2/Acetone 5% afforded the desired compound.

後処理

  1. customThe suspension was sonicated for 5 min
  2. washThe organic fraction was washed with water, brine
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customPurification by column chromatography on silica gel
  7. washeluting with CH2Cl2/Acetone 5%

出典と根拠

ORDレコード
ord-80f3b66e0ada4502a9898ea980fe2776
出典データセット
uspto-grants-2012_12
特許番号
US08334308B2

反応ノート

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