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Triethylamine → 2-(2-Acetylaminopyrimidin-4-ylmethylthio)-N-(3,5-dimethylphenyl)pyridine-3-carboxamide

HRID 1890501
ノート
印刷プレビュー

反応式

HRID 1890501 の反応式
C(N(CC)CC)C.[CH3:8][C:9]1[CH:10]=[C:11]([NH:16][C:17]([C:19]2[C:20](=[S:25])[NH:21][CH:22]=[CH:23][CH:24]=2)=[O:18])[CH:12]=[C:13]([CH3:15])[CH:14]=1.[C:26]([NH:29][C:30]1[N:35]=[C:34]([CH2:36]Cl)[CH:33]=[CH:32][N:31]=1)(=[O:28])[CH3:27].C(OCC)(=O)C>CN(C)C=O>[C:26]([NH:29][C:30]1[N:35]=[C:34]([CH2:36][S:25][C:20]2[C:19]([C:17]([NH:16][C:11]3[CH:12]=[C:13]([CH3:15])[CH:14]=[C:9]([CH3:8])[CH:10]=3)=[O:18])=[CH:24][CH:23]=[CH:22][N:21]=2)[CH:33]=[CH:32][N:31]=1)(=[O:28])[CH3:27]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 23151038N-(3,5-Dimethylphenyl)-2-thioxo-1,2-dihydropyridine-3-carboxamideHCID 451192602-Acetylamino-4-chloromethylpyrimidine

生成物 1

HCID 119648552-(2-Acetylaminopyrimidin-4-ylmethylthio)-N-(3,5-dimethylphenyl)pyridine-3-carboxamide収率 52%

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒

実験手順

Triethylamine (45 mL, 0.32 mmol) was added to a solution of N-(3,5-dimethylphenyl)-2-thioxo-1,2-dihydropyridine-3-carboxamide (28 mg, 0.11 mmol, Reference Compound No. 13-1) and 2-acetylamino-4-(chloromethyl)pyrimidine (18 mg, 0.10 mmol, Reference Compound No. 11-1) in anhydrous N,N-dimethylformamide (1.0 mL) at room temperature, and the mixture was stirred for 16 hours. Ethyl acetate (30 mL) was added thereto, then the whole was washed with saturated aqueous sodium hydrogencarbonate solution (30 mL) and brine (30 mL), and the organic layer was dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and then the precipitated solid was filtered off with diethyl ether and washed. The solid was dried at 50° C. under reduced pressure to give 21 mg of the target compound as a light orange solid (Yield: 52%).

後処理

  1. washthe whole was washed with saturated aqueous sodium hydrogencarbonate solution (30 mL) and brine (30 mL)
  2. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  3. customThe solvent was evaporated under reduced pressure
  4. filtrationthe precipitated solid was filtered off with diethyl ether
  5. washwashed
  6. customThe solid was dried at 50° C. under reduced pressure

出典と根拠

ORDレコード
ord-3db15bbec82f4bf091a291be43c11b1c
出典データセット
uspto-grants-2013_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08507485B2

反応ノート

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