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Potassium Carbonate → 3-[3-[3-Fluoro-5-(4-methoxy-benzylamino)-benzyl]-5-isopropyl-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidine-4-carbonyl]-5-methyl-benzonitrile

HRID 426233
ノート
印刷プレビュー

反応式

HRID 426233 の反応式
Br[CH2:2][C:3]1[CH:4]=[C:5]([NH:10][CH2:11][C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=2)[CH:6]=[C:7]([F:9])[CH:8]=1.[CH:20]([C:23]1[C:24](=[O:41])[NH:25][C:26](=[O:40])[NH:27][C:28]=1[C:29](=[O:39])[C:30]1[CH:35]=[C:34]([CH3:36])[CH:33]=[C:32]([C:37]#[N:38])[CH:31]=1)([CH3:22])[CH3:21].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[F:9][C:7]1[CH:8]=[C:3]([CH:4]=[C:5]([NH:10][CH2:11][C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=2)[CH:6]=1)[CH2:2][N:27]1[C:28]([C:29]([C:30]2[CH:31]=[C:32]([CH:33]=[C:34]([CH3:36])[CH:35]=2)[C:37]#[N:38])=[O:39])=[C:23]([CH:20]([CH3:22])[CH3:21])[C:24](=[O:41])[NH:25][C:26]1=[O:40]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 468803773-(5-Isopropyl-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidine-4-carbonyl)-5-methyl-benzonitrileHCID 59184728(3-Bromomethyl-5-fluoro-phenyl)-(4-methoxy-benzyl)-amine

生成物 1

HCID 591847713-[3-[3-Fluoro-5-(4-methoxy-benzylamino)-benzyl]-5-isopropyl-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidine-4-carbonyl]-5-methyl-benzonitrile収率 55.9%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a mixture of (3-bromomethyl-5-fluoro-phenyl)-(4-methoxy-benzyl)-amine (570 mg, 1.758 mmol), 5-isopropyl-6-(3′-cyano-5′-methylbenzoyl)-2,4-pyrimidinedione (522 mg, 1.758 mmol), and anhydrous powdered potassium carbonate (243 mg, 1.758 mmol), was added DMF (10 ml). The mixture was then stirred for overnight at room temperature and evaporated in vacuo. The residue was dissolved in methanol-dichloromethane (1:9), filtered through celite pad, and evaporated in vacuo to give a light yellow syrup. The crude product was purified by silica gel column chromatography (eluent, EA:hexane (1:4)) to afford 531 mg of 3-{3-[3-fluoro-5-(4-methoxy-benzylamino)-benzyl]-5-isopropyl-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidine-4-carbonyl}-5-methyl-benzonitrile (151) as a yellow solid.

後処理

  1. customevaporated in vacuo
  2. dissolutionThe residue was dissolved in methanol-dichloromethane (1:9)
  3. filtrationfiltered through celite pad
  4. customevaporated in vacuo
  5. customto give a light yellow syrup
  6. customThe crude product was purified by silica gel column chromatography (eluent, EA:hexane (1:4))

出典と根拠

ORDレコード
ord-0ea59ea858cf4a24be80a45dc8e01918
出典データセット
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08106064B2

反応ノート

読み込み中…

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