Cesium carbonate → HCID 67445522, 화합물

HRID 2194876노트

반응식

HRID 2194876 반응식
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

참가 물질

6

반응물 3

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

생성물 1

HCID 67445522HCID 67445522, 화합물

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 6342Acetonitrile용매

실험 절차

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.

후처리

  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%

출처 및 근거

ORD 기록
ord-80f3b66e0ada4502a9898ea980fe2776
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08334308B2

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