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2,4,6-Trimethylpyridine → Ethyl 5-benzylsulfonylamino-1-methoxymethyl-3-uracilylacetate

HRID 1251346
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HRID 1251346 반응식
[NH2:1][C:2]1[C:3](=[O:18])[N:4]([CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:5](=[O:11])[N:6]([CH2:8][O:9][CH3:10])[CH:7]=1.N1C(C)=CC(C)=CC=1C.[CH2:28]([S:35](Cl)(=[O:37])=[O:36])[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>O1CCCC1.C(OCC)(=O)C>[CH2:28]([S:35]([NH:1][C:2]1[C:3](=[O:18])[N:4]([CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:5](=[O:11])[N:6]([CH2:8][O:9][CH3:10])[CH:7]=1)(=[O:37])=[O:36])[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 79532,4,6-TrimethylpyridineHCID 74740Phenylmethanesulfonyl chlorideHCID 54496358Ethyl 5-amino-1-methoxymethyluracilylacetate

생성물 1

HCID 22943410Ethyl 5-benzylsulfonylamino-1-methoxymethyl-3-uracilylacetate

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매2회
HCID 8857
Ethyl Acetate
용매

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온도
0 °C

실험 절차

A stirred solution of ethyl 5-amino-1-methoxymethyl-uracilylacetate (8.0 g, 31 mmole) and 2,4,6-collidine (13.7 mnL, 62 mmole) in tetrahydrofuran (50 mL) is cooled in an ice bath. A solution of benzylsulfonyl chloride (5.93 g, 31 mmole) in tetrahydrofuran (50 mL) is added over a 30-minute period. After addition is complete, the solution is stirred for 1 hour at 0° C., then 3 hours at room temperature. The reaction mixture is diluted with ethyl acetate, washed with 1.0N HCl (until aqueous layer is pH 1), water, saturated sodium bicarbonate, and brine. The organic layer is dried over anhydrous magnesium sulfate, and the solvent is removed. The title compound is isolated.

후처리

  1. additionAfter addition
  2. custom3 hours
  3. customat room temperature
  4. washwashed with 1.0N HCl (until aqueous layer is pH 1), water, saturated sodium bicarbonate, and brine
  5. dry with materialThe organic layer is dried over anhydrous magnesium sulfate
  6. customthe solvent is removed

출처 및 근거

ORD 기록
ord-01389bc1dfdc43d7a4981f7fbebb0e9d
출처 데이터셋
uspto-grants-2002_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06342504B1

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