Sodium Bicarbonate → HCID 59717362、化合物

HRID 75632ノート

反応式

HRID 75632 の反応式
[CH:1]1([N:4]2[C:9](=[O:10])[C:8]3[C:11]([O:17][S:18]([C:21]4[CH:26]=[CH:25][C:24]([CH3:27])=[CH:23][CH:22]=4)(=[O:20])=[O:19])=[CH:12][C:13](=[O:16])[N:14]([CH3:15])[C:7]=3[N:6]([C:28]3[CH:33]=[CH:32][CH:31]=[C:30]([N+:34]([O-])=O)[CH:29]=3)[C:5]2=[O:37])[CH2:3][CH2:2]1.C(=O)([O-])O.[Na+]>O1CCCC1>[NH2:34][C:30]1[CH:29]=[C:28]([N:6]2[C:7]3[N:14]([CH3:15])[C:13](=[O:16])[CH:12]=[C:11]([O:17][S:18]([C:21]4[CH:26]=[CH:25][C:24]([CH3:27])=[CH:23][CH:22]=4)(=[O:20])=[O:19])[C:8]=3[C:9](=[O:10])[N:4]([CH:1]3[CH2:2][CH2:3]3)[C:5]2=[O:37])[CH:33]=[CH:32][CH:31]=1

参加物

4

反応物 2

HCID 516892Sodium BicarbonateHCID 59717031Toluene-4-sulfonic acid 3-cyclopropyl-8-methyl-1-(3-nitrophenyl)-2,4,7-trioxo-1,2,3,4,7,8-hexahydro-pyrido[2,3-d]pyrimidin-5-yl ester

生成物 1

HCID 59717362HCID 59717362、化合物収率 75.8%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a suspension of toluene-4-sulfonic acid 3-cyclopropyl-8-methyl-1-(3-nitrophenyl)-2,4,7-trioxo-1,2,3,4,7,8-hexahydro-pyrido[2,3-d]pyrimidin-5-yl ester 12 (21 g) obtained in Step 6 in tetrahydrofuran was added stannous chloride dihydrate (45 g), and the mixture was stirred at room temperature for 4 hrs. The reaction mixture was alkalified with saturated aqueous sodium hydrogen carbonate, an insoluble inorganic product was filtered off by suction using celite as a filtration aides, and the filtrate was extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography (chloroform:acetone=9:1) to give toluene-4-sulfonic acid 1-(3-aminophenyl)-3-cyclopropyl-8-methyl-2,4,7-trioxo-1,2,3,4,7,8-hexahydro-pyrido[2,3-d]pyrimidin-5-yl ester 13 (15 g, 74%) as a white solid.

後処理

  1. filtrationan insoluble inorganic product was filtered off by suction
  2. filtrationas a filtration aides
  3. extractionthe filtrate was extracted with ethyl acetate
  4. washThe organic layer was washed with brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by column chromatography (chloroform:acetone=9:1)

出典と根拠

ORDレコード
ord-a13c58526b4b4befab836472b4ebfe73
出典データセット
uspto-grants-2014_09
特許番号
US08835443B2

反応ノート

読み込み中…