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Potassium Hydroxide → HCID 86760732、化合物

HRID 2116661
ノート
印刷プレビュー

反応式

HRID 2116661 の反応式
[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]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 14797Potassium HydroxideHCID 233702367-Bromo-4-(pyridin-3-yl)-2H-1-benzopyran-2-oneHCID 178458805HCID 178458805、化合物

生成物 1

HCID 86760732HCID 86760732、化合物

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
120 °C

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-2e40798ca1194e008a5d0ed2827612fa
出典データセット
uspto-grants-2008_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07439260B2

反応ノート

読み込み中…

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