Sodium Bicarbonate → HCID 59717362, 화합물

HRID 2224143노트

반응식

HRID 2224143 반응식
[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

참가 물질

4

반응물 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

생성물 1

HCID 59717362HCID 59717362, 화합물수율 75.8%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-dccb03305ce240b7a1f176c2b15a63eb
출처 데이터셋
uspto-grants-2008_05
특허 번호
US07378423B2

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