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Bicarbonate Ion → 1,1-Diethyl-3-(1,6-dimethyl-2-methylthio-8alpha-ergolinyl)urea

HRID 2352067
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인쇄 미리보기

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HRID 2352067 반응식
[CH2:1]([N:3]([CH2:25][CH3:26])[C:4]([NH:6][C@H:7]1[CH2:21][C@H:20]2[C@@H:10]([CH2:11][C:12]3[C:22]4[C:15](=[CH:16][CH:17]=[CH:18][C:19]2=4)[N:14]([CH3:23])[CH:13]=3)[N:9]([CH3:24])[CH2:8]1)=[O:5])[CH3:2].F[B-](F)(F)F.[CH3:32][S+:33](C)SC.F[B-](F)(F)F.[H+].C(=O)(O)[O-]>C1COCC1.C(Cl)Cl>[CH2:25]([N:3]([CH2:1][CH3:2])[C:4]([NH:6][C@H:7]1[CH2:21][C@H:20]2[C@@H:10]([CH2:11][C:12]3[C:22]4[C:15](=[CH:16][CH:17]=[CH:18][C:19]2=4)[N:14]([CH3:23])[C:13]=3[S:33][CH3:32])[N:9]([CH3:24])[CH2:8]1)=[O:5])[CH3:26]
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참가 물질

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반응물 4

HCID 769Bicarbonate IonHCID 28118Tetrafluoroboric acidHCID 2737114Dimethyl(methylthio)sulfonium TetrafluoroborateHCID 136545951,1-Diethyl-3-(1,6-dimethyl-8alpha-ergolinyl)urea

생성물 1

HCID 137992211,1-Diethyl-3-(1,6-dimethyl-2-methylthio-8alpha-ergolinyl)urea

시약·촉매·용매 2

HCID 6344
Dichloromethane
용매
HCID 8028Tetrahydrofuran용매

실험 절차

A solution is prepared from 354 mg of 1,1-diethyl-3-(1,6-dimethyl-8α-ergolinyl)urea (1 mmol) in 20 ml of THF and, at room temperature under nitrogen, 392 mg of dimethylmethylthiosulfonium tetrafluoroborate (2 mmol) and 0.24 ml of 50% strength tetrafluoroboric acid are added thereto. After 30 minutes of agitation at room temperature, the mixture is distributed between methylene chloride and bicarbonate solution, the organic phases are combined, dried with sodium sulfate, and evaporated. The crude product is chromatographed with methylene chloride on silica gel yielding, after crystallization, 276 mg (69% of theory). [α]D =+11° (0.5% in chloroform).

후처리

  1. dry with materialdried with sodium sulfate
  2. customevaporated
  3. customThe crude product is chromatographed with methylene chloride on silica gel yielding
  4. customafter crystallization, 276 mg (69% of theory)
  5. custom[α]D =+11° (0.5% in chloroform)

출처 및 근거

ORD 기록
ord-2c9f62b0ae264295b395fa70571fdb1f
출처 데이터셋
uspto-grants-1989_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04874768

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