Sodium Dithionite → HCID 57747399、化合物

HRID 386623ノート

反応式

HRID 386623 の反応式
[O-]S(S([O-])=O)=O.[Na+].[Na+].[Br:9][C:10]1[CH:46]=[C:45]([CH3:47])[C:13]([O:14][C:15]2[C:20]([N+]([O-])=O)=[C:19](/[CH:24]=[CH:25]/[N:26](C)C)[N:18]=[C:17]([N:29]([C:37]3[CH:42]=[CH:41][C:40]([C:43]#[N:44])=[CH:39][CH:38]=3)[C:30](=[O:36])[O:31][C:32]([CH3:35])([CH3:34])[CH3:33])[N:16]=2)=[C:12]([CH3:48])[CH:11]=1>O.C1COCC1>[Br:9][C:10]1[CH:46]=[C:45]([CH3:47])[C:13]([O:14][C:15]2[C:20]3[NH:26][CH:25]=[CH:24][C:19]=3[N:18]=[C:17]([N:29]([C:37]3[CH:42]=[CH:41][C:40]([C:43]#[N:44])=[CH:39][CH:38]=3)[C:30](=[O:36])[O:31][C:32]([CH3:34])([CH3:33])[CH3:35])[N:16]=2)=[C:12]([CH3:48])[CH:11]=1

参加物

5

反応物 2

HCID 24489Sodium DithioniteHCID 57747426HCID 57747426、化合物

生成物 1

HCID 57747399HCID 57747399、化合物

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of Na2S2O4 (40.04 g, 230 mmol) in water (100 ml) was added to a solution of (E)-tert-butyl 4-(4-bromo-2,6-dimethylphenoxy)-6-(2-(dimethylamino)vinyl)-5-nitropyrimidin-2-yl(4-cyanophenyl)carbamate (28.0 g, 45.9 mmol) in THF (300 ml). The mixture was stirred at room temperature of 2 days. The reaction mixture was concentrated. The residue was washed with water and extracted with ethyl acetate. The organic layer was concentrated and the product was obtained by crystallization from a mixture of water and methanol (18.15 g (mmol, 74%). 1H NMR (CDCl3, 400 MHz) δ 1.33 (s, 9H), 2.05 (s, 6H), 6.73 (d, J=3.8 Hz, 1H), 7.18 (d, J=8.8 Hz, 2H), 7.21 (s, 2H), 7.49 (d, J=8.8, 2H), 7.55 (d, J=3.8 Hz, 1H), 9.09 (s, 1H).

後処理

  1. concentrationThe reaction mixture was concentrated
  2. washThe residue was washed with water
  3. extractionextracted with ethyl acetate
  4. concentrationThe organic layer was concentrated
  5. customthe product was obtained by crystallization from a mixture of water and methanol (18.15 g (mmol, 74%)

出典と根拠

ORDレコード
ord-076a07e4f5e6423e917301d80739401f
出典データセット
uspto-grants-2013_02
特許番号
US08372852B2

反応ノート

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