(Diethylamino)sulfur trifluoride → HCID 20189398, 화합물

HRID 1789029노트

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HRID 1789029 반응식
O[CH2:2][C:3]1[NH:4][C:5]([CH3:28])=[C:6]([C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH:7]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([N+:20]([O-:22])=[O:21])[CH:15]=2)[C:8]=1[C:9]([O:11][CH2:12][CH3:13])=[O:10].C(N(S(F)(F)[F:35])CC)C.C(=O)(O)[O-].[Na+]>C(Cl)Cl>[F:35][CH2:2][C:3]1[NH:4][C:5]([CH3:28])=[C:6]([C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH:7]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([N+:20]([O-:22])=[O:21])[CH:15]=2)[C:8]=1[C:9]([O:11][CH2:12][CH3:13])=[O:10]

참가 물질

5

반응물 3

HCID 123472(Diethylamino)sulfur trifluorideHCID 173874FR 7534HCID 516892Sodium Bicarbonate

생성물 1

HCID 20189398HCID 20189398, 화합물수율 15.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

Diethyl 1,4-dihydro-2-(hydroxymethyl)-6-methyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate (0.1 g, 0.25 mmoles) in dry methylene chloride (5 ml) was added to a stirred solution at -60° of diethylaminosulphur trifluoride (0.068 ml, 0.55 mmoles) in dry methylene chloride (10 ml) over 10 minutes. The reaction mixture was allowed to reach room temperature over 2.5 hours, poured into aqeuous sodium bicarbonate (15 ml) and the aqueous layer extracted with methylene chloride (2×). The organic extracts were washed with water, dried (MgSO4) and the solvent was evaporated. The residue was chromatographed on silica eluting with ethyl acetate/methylene chloride mixtures to give the title compound (0.015 g); identical with that prepared in Example 94.

후처리

  1. extractionthe aqueous layer extracted with methylene chloride (2×)
  2. washThe organic extracts were washed with water
  3. dry with materialdried (MgSO4)
  4. customthe solvent was evaporated
  5. customThe residue was chromatographed on silica eluting with ethyl acetate/methylene chloride

출처 및 근거

ORD 기록
ord-22f4db88423c4398b127f4bc8242b287
출처 데이터셋
uspto-grants-1987_08
특허 번호
US04686217

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