Dimethylformamide dimethyl acetal → HCID 67983763、化合物

HRID 1397134

反応式

HRID 1397134 の反応式
[CH:1]1([CH2:4][C:5](=[O:15])[CH2:6][C:7]2[CH:12]=[CH:11][N:10]=[C:9]([S:13][CH3:14])[N:8]=2)[CH2:3][CH2:2]1.[CH3:16][N:17]([CH:19](OC)OC)[CH3:18]>>[CH:1]1([CH2:4][C:5](=[O:15])/[C:6](/[C:7]2[CH:12]=[CH:11][N:10]=[C:9]([S:13][CH3:14])[N:8]=2)=[CH:16]\[N:17]([CH3:19])[CH3:18])[CH2:3][CH2:2]1

参加物

3

反応物 2

HCID 78373Dimethylformamide dimethyl acetalHCID 679835361-Cyclopropyl-3-[2-(methylsulfanyl)pyrimidin-4-yl]propan-2-one

生成物 1

HCID 67983763HCID 67983763、化合物収率 69.2%

実験手順

A solution of 1-cyclopropyl-3-[2-(methylsulfanyl)pyrimidin-4-yl]propan-2-one (2) (216.3 mg, 0.973 mmol) in DMF-DMA (1303 μl, 9.73 mmol) was stirred at 80° C. for 2 hours. The reaction was partitioned between water and EtOAc. The organic layer was separated, and the aqueous layer was back-extracted. The organic extracts were combined, washed with brine, dried over sodium sulfate, then concentrated in vacuo. The crude product was purified by Biotage™ silica gel chromatography [25 g ISOLUTE column, 100% DCM to 10% MeOH/DCM] to obtain the desired product as a orange-yellow solid (186.8 mg, 69.2% yield). MS (ES+): m/z=278.2/279.2 (100/50) [MH+]. HPLC: tR=0.99 minute over 3 minutes. Purity: 100% [HPLC (LC/MS) at 220 nm].

後処理

  1. customThe reaction was partitioned between water and EtOAc
  2. customThe organic layer was separated
  3. extractionthe aqueous layer was back-extracted
  4. washwashed with brine
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated in vacuo
  7. customThe crude product was purified by Biotage™ silica gel chromatography [25 g ISOLUTE column, 100% DCM to 10% MeOH/DCM]

出典と根拠

ORDレコード
ord-9419e9ed4bdc4c19ae2506d27d457e0f
出典データセット
uspto-grants-2014_12
特許番号
US08901147B2

関連ノート

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