Triethylamine → HCID 178456804, 화합물

HRID 548527노트

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HRID 548527 반응식
[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]

참가 물질

8

반응물 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, 화합물

생성물 1

HCID 178456804HCID 178456804, 화합물

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

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%.

후처리

  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

출처 및 근거

ORD 기록
ord-18399ec25e98449d992230372718e691
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07943550B2

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