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Triethylamine → HCID 3013676, 화합물

HRID 1394351
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HRID 1394351 반응식
[CH2:1]([CH:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][CH2:16][N:17]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:18]([CH:20]2[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]2)=[O:19])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.[CH3:39][S:40](Cl)(=[O:42])=[O:41].C(=O)([O-])O.[Na+]>C1COCC1>[CH2:1]([CH:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][CH2:16][N:17]([C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)[C:18]([CH:20]2[CH2:25][CH2:24][N:23]([S:40]([CH3:39])(=[O:42])=[O:41])[CH2:22][CH2:21]2)=[O:19])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
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참가 물질

6

반응물 4

HCID 8471Triethylamine2회HCID 31297Methanesulfonyl chloride2회HCID 516892Sodium BicarbonateHCID 3013672HCID 3013672, 화합물2회

생성물 1

HCID 3013676HCID 3013676, 화합물수율 37%

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매
2회

실험 절차

The compound obtained in Example 2 (252 mg, 0.60 mmol) and triethylamine (0.201 ml) were dissolved in THF (5 ml), and under ice cooling, to the solution was added methanesulfonyl chloride (0.093 ml). The mixture was stirred at the same temperature for 1 hour. The compound obtained in Example 2 (252 mg, 0.60 mmol) and triethylamine (0.201 ml) were dissolved in THF (5 ml). To the solution was added methanesulfonyl chloride (0.093 ml) under ice cooling with stirring, and the mixture was stirred at the same temperature for 1 hour. To the mixture was added a saturated aqueous solution of sodium hydrogencarbonate (15 ml) under ice cooling, and the mixture was extracted with ethyl acetate (15 ml×3). The organic layer was dried over magnesium sulfate and concentrated under reduced pressure. The concentrate was subjected to column chromatography (silica gel 10 g, ethyl acetate/methanol=1/0 to 9/1), and the desired fraction was concentrated under reduced pressure. To the concentrate was added diisopropyl ether (100 ml), and the resulting precipitates were collected by filtration. The precipitates were washed with diisopropyl ether, and dried under reduced pressure to give the titled compound (110 mg, 0.22 mmol, Yield 37%) as white crystals.

후처리

  1. stirringwith stirring
  2. stirringthe mixture was stirred at the same temperature for 1 hour
  3. extractionthe mixture was extracted with ethyl acetate (15 ml×3)
  4. dry with materialThe organic layer was dried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. concentrationthe desired fraction was concentrated under reduced pressure
  7. additionTo the concentrate was added diisopropyl ether (100 ml)
  8. customthe resulting precipitates
  9. filtrationwere collected by filtration
  10. washThe precipitates were washed with diisopropyl ether
  11. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-5e3e95190feb45eab619871493a6ff08
출처 데이터셋
uspto-grants-2008_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07348324B2

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