Sulfuric Acid → 6-(Benzene sulfonyl amino-methyl)-3-hydroxy-1-methyl-4-oxo-1,4-dihydro-pyridine-2-carboxylic acid

HRID 1846839노트

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HRID 1846839 반응식
[C:1]1([S:7]([CH:10]([NH2:30])[C:11]2[N:16]([CH3:17])[C:15]([C:18]([OH:20])=[O:19])=[C:14]([O:21]CC3C=CC=CC=3)[C:13](=[O:29])[CH:12]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(=O)(=O)(O)O>C(O)(=O)C>[C:1]1([S:7]([CH:10]([NH2:30])[C:11]2[N:16]([CH3:17])[C:15]([C:18]([OH:20])=[O:19])=[C:14]([OH:21])[C:13](=[O:29])[CH:12]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

4

반응물 2

HCID 1118Sulfuric AcidHCID 867256966-(Benzene sulfonyl amino-methyl)-3-benzyloxy-1-methyl-4-oxo-1,4-dihydro-pyridine-2-carboxylic acid

생성물 1

HCID 867256976-(Benzene sulfonyl amino-methyl)-3-hydroxy-1-methyl-4-oxo-1,4-dihydro-pyridine-2-carboxylic acid수율 47.1%

시약·촉매·용매 1

HCID 176Acetic Acid용매

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온도
80 °C

실험 절차

To a stirred solution of 6-(benzene sulfonyl amino-methyl)-3-benzyloxy-1-methyl-4-oxo-1,4-dihydro-pyridine-2-carboxylic acid (13-01) (430.0 mg, 1.005 mmol) in acetic acid (15 mL) was added sulfuric acid (0.011 mL) and the reaction mixture was heated at 80° C. for 24 h. After completion of the reaction, it was concentrated and the reaction mixture was quenched with ice and solid was precipitated. Resulted solid was filtered and dried to get the crude product. It was then washed with 20% methanol and ethyl acetate to get 6-(benzene sulfonyl amino-methyl)-3-hydroxy-1-methyl-4-oxo-1,4-dihydro-pyridine-2-carboxylic acid (14-01) (160.0 mg, 47.07%) as an off white solid.

후처리

  1. customAfter completion of the reaction, it
  2. concentrationwas concentrated
  3. customthe reaction mixture was quenched with ice and solid
  4. customwas precipitated
  5. customResulted solid
  6. filtrationwas filtered
  7. customdried
  8. customto get the crude product
  9. washIt was then washed with 20% methanol and ethyl acetate

출처 및 근거

ORD 기록
ord-a9bcd51ba8924c7da5c4136e560e5a2e
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08952039B2

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