Carbamimidoylazanium Chloride → HCID 178448660, 화합물

HRID 1792945노트

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HRID 1792945 반응식
CC(C)([O-])C.[K+].[Cl-].[NH2:8][C:9]([NH2:11])=[NH2+:10].[F:12][C:13]1[CH:21]=[CH:20][C:19]([F:22])=[C:18]2[C:14]=1[C:15](=[O:33])[N:16]([CH2:29][CH:30]([CH3:32])[CH3:31])[CH:17]2[CH2:23][C:24](OCC)=[O:25]>>[F:12][C:13]1[CH:21]=[CH:20][C:19]([F:22])=[C:18]2[C:14]=1[C:15](=[O:33])[N:16]([CH2:29][CH:30]([CH3:31])[CH3:32])[CH:17]2[CH2:23][C:24]([NH:10][C:9]([NH2:11])=[NH:8])=[O:25]

참가 물질

4

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HCID 5460839Carbamimidoylazanium ChlorideHCID 23665647Potassium tert-butoxideHCID 86591369ethyl (4,7-difluoro-2-isobutyl-3-oxo-2,3-dihydro-1H-isoindol-1-yl)acetate

생성물 1

HCID 178448660HCID 178448660, 화합물

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온도
20 °C

실험 절차

N-[(4,7-Difluoro-2-isobutyl-3-oxo-2,3-dihydro-1H-isoindol-1-yl)acetyl]guanidine is prepared as described in Example 1, starting with 2.68 g of potassium tert-butoxide, 2.74 g of guanidinium chloride and 1.49 g of ethyl (4,7-difluoro-2-isobutyl-3-oxo-2,3-dihydro-1H-isoindol-1-yl)acetate. The reaction mixture is stirred at a temperature in the region of 20° C. for 20 hours and is then filtered. The filtrate is taken up in 80 cm3 of water and 120 cm3 of ethyl acetate. After separation of the phases by settling, the organic phase is separated out and the aqueous phase is extracted twice with 120 cm3 of ethyl acetate. The organic extracts are combined, dried over magnesium 5 sulfate, filtered and concentrated to dryness under reduced pressure (0.6 kPa) at a temperature in the region of 40° C. The evaporation residue is purified by chromatography under argon pressure (50 kPa) on a column of silica gel (particle size 15-40 μm), eluting with successive mixtures of dichloromethane/methanol (95/5 and then 90/10 by volume). The fractions comprising the expected product are combined and concentrated to dryness under reduced pressure (2 kPa) at a temperature in the region of 35° C. The residue is taken up in diethyl ether, triturated, filtered and then dried in a desiccator under reduced pressure (2 kPa) at a temperature in the region of 20° C. 0.16 g of N-[(4,7-difluoro-2-isobutyl-3-oxo-2,3-dihydro-1H-isoindol-1-yl)acetyl]-quanidine is thus obtained in the form of a pale yellow solid melting at 212° C. Mass spectrum: DCI: m/e 325 (M+H)+, m/e 263 (base peak).

후처리

  1. filtrationis then filtered
  2. customAfter separation of the phases
  3. customthe organic phase is separated out
  4. extractionthe aqueous phase is extracted twice with 120 cm3 of ethyl acetate
  5. dry with materialdried over magnesium 5 sulfate
  6. filtrationfiltered
  7. concentrationconcentrated to dryness under reduced pressure (0.6 kPa) at a temperature in the region of 40° C
  8. customThe evaporation residue is purified by chromatography under argon pressure (50 kPa) on a column of silica gel (particle size 15-40 μm)
  9. washeluting with successive mixtures of dichloromethane/methanol (95/5
  10. concentrationconcentrated to dryness under reduced pressure (2 kPa) at a temperature in the region of 35° C
  11. customtriturated
  12. filtrationfiltered
  13. customdried in a desiccator under reduced pressure (2 kPa) at a temperature in the region of 20° C

출처 및 근거

ORD 기록
ord-cc7455381f9940a5aca8ac46fe9bacd5
출처 데이터셋
uspto-grants-2006_07
특허 번호
US07078428B2

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