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Methyl iodide → HCID 88151531、化合物

HRID 324501
ノート
印刷プレビュー

反応式

HRID 324501 の反応式
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:15]([C:16]3[C:17]([S:23]C)=[N:18][C:19](=[O:22])[NH:20][CH:21]=3)[C:10]3[N:11]=[C:12]([CH3:14])[S:13][C:9]=3[CH:8]=[CH:7][C:6]=2[CH:25]=1.CI.[CH3:28]C(C)([O-])C.[K+]>O1CCCC1.CN(C)C=O.C(OCC)(=O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:15]([C:16]3[C:17](=[S:23])[NH:18][C:19](=[O:22])[N:20]([CH3:28])[CH:21]=3)[C:10]3[N:11]=[C:12]([CH3:14])[S:13][C:9]=3[CH:8]=[CH:7][C:6]=2[CH:25]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 3

HCID 6328Methyl iodideHCID 23665647Potassium tert-butoxideHCID 178503574HCID 178503574、化合物

生成物 1

HCID 88151531HCID 88151531、化合物

試薬・触媒・溶媒 3

HCID 6228Dimethylformamide溶媒HCID 8028Tetrahydrofuran溶媒
HCID 8857
Ethyl Acetate
溶媒

実験手順

A solution of the product of example 39 step (i) (0.1 g) together with methyl iodide (0.040 ml) and a 1M solution of potassium tert-butoxide in tetrahydrofuran (0.52 ml) in N,N-dimethylformamide (10 ml) was heated at 80° C. for 2 h. The reaction mixture was cooled, diluted with ethyl acetate and washed with saturated aqueous ammonium chloride and brine. The organic phase was dried over magnesium sulphate, filtered and evaporated. The crude product was purified by chromatography eluting with 5% ethanol in ethyl acetate to give a yellow oil (86 mg). This material was dissolved in a saturated blue solution of sodium hydrosulphide in N,N-dimethylformamide (3 ml) and heated at 80° C. for 3 h. The reaction mixture was cooled, diluted with dichloromethane and washed with water. The organic phase was dried over magnesium sulphate, filtered and evaporated. The crude product was purified by chromatography eluting with 30% isohexane in ethyl acetate to give the title compound as a yellow solid.

後処理

  1. temperatureThe reaction mixture was cooled
  2. washwashed with saturated aqueous ammonium chloride and brine
  3. dry with materialThe organic phase was dried over magnesium sulphate
  4. filtrationfiltered
  5. customevaporated
  6. customThe crude product was purified by chromatography
  7. washeluting with 5% ethanol in ethyl acetate

出典と根拠

ORDレコード
ord-efd569c4efad40118f7a331b419c65ac
出典データセット
uspto-grants-2001_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06218376B1

反応ノート

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