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4-Pyridinecarboxaldehyde → HCID 68958548, 화합물

HRID 1971280
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HRID 1971280 반응식
[OH-].[K+].[N:3]1[CH:8]=[CH:7][C:6]([CH:9]=[O:10])=[CH:5][CH:4]=1.[N+:11]([CH2:13][C:14]([N:16]1[CH2:21][CH2:20][N:19]([CH3:22])[CH2:18][CH2:17]1)=[O:15])#[C-:12]>CO>[N:3]1[CH:8]=[CH:7][C:6]([C@@H:9]2[O:10][CH:12]=[N:11][C@H:13]2[C:14]([N:16]2[CH2:17][CH2:18][N:19]([CH3:22])[CH2:20][CH2:21]2)=[O:15])=[CH:5][CH:4]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 133894-PyridinecarboxaldehydeHCID 14797Potassium HydroxideHCID 1819132-Isocyano-1-(4-methylpiperazin-1-yl)ethanone2회

생성물 1

HCID 68958548HCID 68958548, 화합물수율 78%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a stirred and cooled (0° C.) solution of KOH (0.335 g, 5.98 mmol) in 7 mL MeOH were added successively pyridine-4-carbaldehyde (0.705 g, 6.58 mmol) and 2-isocyano-1-(4-methyl-piperazin-1-yl)-ethanone VIB 01128 (1.00 g, 6.58 mmol). The mixture was stirred at 0° C. until precipitation and concentrated. The mixture was partitioned between EtOAc (20 mL) and H2O (10 mL). The aqueous layer was extracted twice with EtOAc (60 mL). The EtOAc fractions were combined, washed twice with brine (2×10 mL), dried over MgSO4 and filtered. After evaporation and drying trans-(4,5-dihydro-5-(pyridin-4-yl)oxazol-4-yl)(4-methylpiperazin-1-yl)methanone VIB 01130 was obtained (1.282 g, 78% yield) as a yellow oil.

후처리

  1. stirringThe mixture was stirred at 0° C. until precipitation
  2. concentrationconcentrated
  3. customThe mixture was partitioned between EtOAc (20 mL) and H2O (10 mL)
  4. extractionThe aqueous layer was extracted twice with EtOAc (60 mL)
  5. washwashed twice with brine (2×10 mL)
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. customAfter evaporation
  9. dry with materialdrying trans-(4,5-dihydro-5-(pyridin-4-yl)oxazol-4-yl)(4-methylpiperazin-1-yl)methanone VIB 01130
  10. customwas obtained (1.282 g, 78% yield) as a yellow oil

출처 및 근거

ORD 기록
ord-583e0568a8554c9680be2b7243119a5e
출처 데이터셋
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08431599B2

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