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Potassium Hydroxide → HCID 86760732, 화합물

HRID 2116661
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HRID 2116661 반응식
[OH-:1].[K+].[F:3][C:4]([F:16])([F:15])[C@:5]([C:9]1[S:13][C:12]([SH:14])=[N:11][CH:10]=1)(O)[CH2:6][CH3:7].Br[C:18]1[CH:27]=[C:26]2[C:21]([C:22]([C:29]3[CH:30]=[N:31][CH:32]=[CH:33][CH:34]=3)=[CH:23][C:24](=[O:28])[O:25]2)=[CH:20][CH:19]=1>CO.CN1C(=O)CCC1>[OH:1][CH2:7][CH2:6][C@@H:5]([C:9]1[S:13][C:12]([S:14][C:18]2[CH:27]=[C:26]3[C:21]([C:22]([C:29]4[CH:30]=[N:31][CH:32]=[CH:33][CH:34]=4)=[CH:23][C:24](=[O:28])[O:25]3)=[CH:20][CH:19]=2)=[N:11][CH:10]=1)[C:4]([F:16])([F:15])[F:3]
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참가 물질

6

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HCID 14797Potassium HydroxideHCID 233702367-Bromo-4-(pyridin-3-yl)-2H-1-benzopyran-2-oneHCID 178458805HCID 178458805, 화합물

생성물 1

HCID 86760732HCID 86760732, 화합물

시약·촉매·용매 2

HCID 887Methanol용매HCID 13387N-methyl-2-pyrrolidone용매

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온도
120 °C

실험 절차

KOH (0.223 g, 3.97 mmol) was added to a solution of (2R)-1,1,1-trifluoro-2-(2-mercapto-1,3-thiazol-5-yl)butan-2-ol (0.966 g, 3.97 mmol) in dry MeOH. When a solution was obtained, the reaction mixture was concentrated to dryness. Dry toluene was then added and the mixture was concentrated to dryness again. The residue was dissolved with 7-bromo-4-pyridin-3-yl-2H-chromen-2-one (1.0 g, 3.31 mmol) in NMP, and the resulting mixture was stirred at 120° C. for 16 h. Once cooled, the mixture was directly applied onto a column of silica gel and chromatographed (acetone/toluene; 5:95 to 15:85), affording the title compound. 1H NMR (400 MHz, CDCl3): δ 8.81 (dd,1H), 8.72 (dd, 1H), 7.82 (dt, 1H), 7.78 (s, 1H), 7.51-7.59 (m, 2H), 7.33-7.40 (m, 2H), 6.42 (s, 1H), 2.88 (br s, 1H), 2.12 (q, 2H), 0.99 (t, 3H).

후처리

  1. customWhen a solution was obtained
  2. concentrationthe reaction mixture was concentrated to dryness
  3. additionDry toluene was then added
  4. concentrationthe mixture was concentrated to dryness again
  5. temperatureOnce cooled
  6. customchromatographed (acetone/toluene; 5:95 to 15:85)

출처 및 근거

ORD 기록
ord-2e40798ca1194e008a5d0ed2827612fa
출처 데이터셋
uspto-grants-2008_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07439260B2

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