Triethylamine → 6-Methyl-2-oxo-4-(phenylmethyl)-3-[[(phenylmethyl)sulphonyl]amino]-1,2-dihydropyridine-1acetic Acid

HRID 1069428노트

반응식

HRID 1069428 반응식
C(N(CC)CC)C.[C:8]1([CH2:14][S:15](Cl)(=[O:17])=[O:16])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[NH2:19][C:20]1[C:21](=[O:39])[N:22]([CH2:34][C:35]([O:37]C)=[O:36])[C:23]([CH3:33])=[CH:24][C:25]=1[CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>ClCCl>[CH3:33][C:23]1[N:22]([CH2:34][C:35]([OH:37])=[O:36])[C:21](=[O:39])[C:20]([NH:19][S:15]([CH2:14][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)(=[O:17])=[O:16])=[C:25]([CH2:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:24]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 74740Phenylmethanesulfonyl chlorideHCID 15858475Methyl 3-Amino-6-methyl-2-oxo-4-(phenylmethyl)-1,2-dihydropyridine-1-acetate

생성물 1

HCID 155467606-Methyl-2-oxo-4-(phenylmethyl)-3-[[(phenylmethyl)sulphonyl]amino]-1,2-dihydropyridine-1acetic Acid수율 54%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

1 ml (7.17 mmol) of triethylamine and 0.95 g (5 mmol) of (phenylmethyl)sulphonyl chloride are added to 1 g (3.5 mmol) of methyl 3-amino-6-methyl-2-oxo-4-(phenylmethyl)-1,2-dihydropyridine-1-acetate in solution in 30 ml of dichloromethane and the mixture is kept stirred for 12 hours at room temperature. The reaction medium is washed successively with 10 ml of water, 10 ml of a 1 N aqueous hydrochloric acid solution and then 10 ml of a saturated sodium chloride solution. The medium is dried over magnesium sulphate and evaporated. The residue is purified by chromatography on a silica gel column, eluting with a dichloromethane:methanol (98:2) mixture. The product is used as such in the hydrolysis stage which is carried out according to the procedure described in Example 3. 0.8 g of product is obtained in the form of a white powder.

후처리

  1. washThe reaction medium is washed successively with 10 ml of water, 10 ml of a 1 N aqueous hydrochloric acid solution
  2. dry with materialThe medium is dried over magnesium sulphate
  3. customevaporated
  4. customThe residue is purified by chromatography on a silica gel column
  5. washeluting with a dichloromethane:methanol (98:2) mixture
  6. customsuch in the hydrolysis stage which

출처 및 근거

ORD 기록
ord-b6e2874a73304385b05b4d2a96caa06e
출처 데이터셋
uspto-grants-2001_06
특허 번호
US06252082B1

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