Cesium carbonate → HCID 67316436、化合物

HRID 1013299ノート

反応式

HRID 1013299 の反応式
[Br:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[C:5]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[NH:6]2.Br[CH2:17][CH2:18][CH2:19][O:20][C:21]1[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[CH:24]=[CH:23][CH:22]=1.C([O-])([O-])=O.[Cs+].[Cs+]>CN(C)C=O.CCOCC.O>[Br:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[C:5]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[N:6]2[CH2:17][CH2:18][CH2:19][O:20][C:21]1[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[CH:24]=[CH:23][CH:22]=1

参加物

7

反応物 3

HCID 10796Cesium carbonateHCID 10989255Ethyl 4-bromo-1H-indole-2-carboxylateHCID 129593811-(3-Bromopropoxy)naphthalene

生成物 1

HCID 67316436HCID 67316436、化合物

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 3283Diethyl Ether溶媒HCID 6228Dimethylformamide溶媒

実験手順

To a solution of EXAMPLE 106A (5.5 g) in N,N-dimethylformamide (60 mL) was added 1-(3-bromopropoxy)naphthalene (5.4 g) and Cs2CO3 (22 g). The mixture was stirred overnight at room temperature. The mixture was diluted with ether (300 mL) and water (200 mL). The aqueous layer was extracted with ether twice. The combined extracts were washed with water (×3), brine and dried over Na2SO4. Concentration of the mixture gave crude product, which was purified by flash chromatography (2% ethyl acetate in hexane).

後処理

  1. extractionThe aqueous layer was extracted with ether twice
  2. washThe combined extracts were washed with water (×3), brine
  3. dry with materialdried over Na2SO4
  4. customConcentration of the mixture gave crude product, which
  5. customwas purified by flash chromatography (2% ethyl acetate in hexane)

出典と根拠

ORDレコード
ord-359af53542db48a599fdc39dd39560bc
出典データセット
uspto-grants-2011_07
特許番号
US07981888B2

反応ノート

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