Triethylamine → HCID 178456804、化合物

HRID 548527ノート

反応式

HRID 548527 の反応式
[CH2:1]([NH:4][C:5]1[C:6]([CH3:18])=[C:7]([CH:11]=[CH:12][C:13]=1[S:14]([CH3:17])(=[O:16])=[O:15])[C:8]([OH:10])=O)[CH:2]=[CH2:3].[OH:19][C:20]1[N:24]([CH3:25])[N:23]=[CH:22][CH:21]=1.Cl.CN(C)CCCN=C=NCC.CCN(CC)CC.[Si](C#N)(C)(C)C.[C-]#N.[K+]>CC#N>[CH2:1]([NH:4][C:5]1[C:6]([CH3:18])=[C:7]([CH:11]=[CH:12][C:13]=1[S:14]([CH3:17])(=[O:16])=[O:15])[C:8]([C:21]1[CH:22]=[N:23][N:24]([CH3:25])[C:20]=1[OH:19])=[O:10])[CH:2]=[CH2:3]

参加物

8

反応物 6

HCID 8471TriethylamineHCID 9032Potassium CyanideHCID 82115Trimethylsilyl cyanideHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 574249463-Allylamino-2-methyl-4-(methylsulfonyl)benzoic acidHCID 178481816HCID 178481816、化合物

生成物 1

HCID 178456804HCID 178456804、化合物

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

Under nitrogen, 0.31 g (1.2 mmol) of 3-allylamino-2-methyl-4-(methylsulfonyl)benzoic acid, 0.15 g (1.5 mmol) of 5-hydroxy-1-methylpyrazole and 0.27 g (1.4 mmol) of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride were dissolved in dry CH3CN. The mixture was stirred at RT for 5 h. 0.32 ml (2.3 mmol) of NEt3, 0.06 ml (0.5 mmol) of Me3SiCN and a spatula tip of KCN were added, and the mixture was stirred at RT for 1 day. The solvent was removed under reduced pressure, and the residue was taken up in CH2Cl2 and 10% strength H2SO4. The aqueous phase was removed and extracted once with CH2Cl2. The combined organic phases were dried over MgSO4, and the solvent was removed under reduced pressure. The residue was crystallized from tert-butyl methyl ether. This gave 0.15 g of a colorless solid of a purity of 100%.

後処理

  1. stirringthe mixture was stirred at RT for 1 day
  2. customThe solvent was removed under reduced pressure
  3. customThe aqueous phase was removed
  4. extractionextracted once with CH2Cl2
  5. dry with materialThe combined organic phases were dried over MgSO4
  6. customthe solvent was removed under reduced pressure
  7. customThe residue was crystallized from tert-butyl methyl ether

出典と根拠

ORDレコード
ord-18399ec25e98449d992230372718e691
出典データセット
uspto-grants-2011_05
特許番号
US07943550B2

反応ノート

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