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1-(methylsulfonyl)spiro[indoline-3,4'-piperidine]

  • CasNo.:178261-41-1
  • Purity:
  • Content:
  • MF:C13H18N2O2S
  • Packing:
  • MW:266.364
  • Apply:
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Reputable supplier selling 1-(methylsulfonyl)spiro[indoline-3,4'-piperidine] 178261-41-1 with stock

  • Molecular Formula:C13H18N2O2S
  • Molecular Weight:266.364
  • PSA:57.79000 
  • LogP:2.56200 

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INDOL-3-YL-CARBONYL-SPIRO-PIPERIDINE DERIVATIVES AS V1A RECEPTOR ANTAGONISTS

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178261-41-1 Process route

benzyl 1-(methylsulfonyl)spiro[indoline-3,4’-piperidine]-1‘-carboxylate
184289-84-7

benzyl 1-(methylsulfonyl)spiro[indoline-3,4’-piperidine]-1‘-carboxylate

1-(methylsulfonyl)spiro[indoline-3,4’-piperidine]
178261-41-1

1-(methylsulfonyl)spiro[indoline-3,4’-piperidine]

Conditions
Conditions Yield
With hydrogen; palladium on activated charcoal; In ethanol; at 65 ℃; for 5h; under 2068.6 Torr;
93%
With ammonium formate; palladium(II) hydroxide/carbon; palladium; In acetic acid; at 50 ℃; for 3h;
93%
With ammonium formate; acetic acid; palladium hydroxide on carbon; palladium 10% on activated carbon; at 50 ℃; for 3h;
93%
With palladium 10% on activated carbon; hydrogen; In ethanol;
93%
With palladium on activated charcoal; ammonium formate; In methanol; for 2h; Reflux;
64%
isonipecotic acid
498-94-2

isonipecotic acid

1-(methylsulfonyl)spiro[indoline-3,4’-piperidine]
178261-41-1

1-(methylsulfonyl)spiro[indoline-3,4’-piperidine]

Conditions
Conditions Yield
Multi-step reaction with 7 steps
1: 97 percent / K2CO3 / H2O / 58 h / 22 °C
2: (COCl)2 / toluene; dimethylformamide / 16 h / 18 °C
3: 94 percent / H2, DIEA, thioanisole / Pd/C / toluene / 22 h / 20 °C / 2068.6 Torr
4: 99 percent / TFA / CH2Cl2 / 17 h / 35 °C
5: NaBH4 / toluene / 0.5 h / -2 °C
6: DIEA / tetrahydrofuran / 2 h / 5 - 8 °C
7: 93 percent / H2 / Pd-C / ethanol / 5 h / 65 °C / 2068.6 Torr
With sodium tetrahydroborate; oxalyl dichloride; methyl-phenyl-thioether; hydrogen; potassium carbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;
Multi-step reaction with 7 steps
1: lithium aluminium tetrahydride / tetrahydrofuran / 20 °C
2: potassium carbonate / 20 °C
3: pyridinium chlorochromate / dichloromethane / 20 °C
4: trifluoroacetic acid / dichloromethane
5: sodium tetrahydroborate / methanol
6: N-ethyl-N,N-diisopropylamine / tetrahydrofuran
7: palladium 10% on activated carbon; hydrogen / ethanol
With sodium tetrahydroborate; lithium aluminium tetrahydride; palladium 10% on activated carbon; hydrogen; potassium carbonate; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; trifluoroacetic acid; In tetrahydrofuran; methanol; ethanol; dichloromethane;

178261-41-1 Upstream products

  • 184289-84-7
    184289-84-7

    benzyl 1-(methylsulfonyl)spiro[indoline-3,4’-piperidine]-1‘-carboxylate

  • 498-94-2
    498-94-2

    isonipecotic acid

  • 10314-98-4
    10314-98-4

    1-benzyloxycarbonylpiperidine-4-carboxylic acid

  • 138163-08-3
    138163-08-3

    N-(benzyloxycarbonyl)piperidine-4-carboxaldehyde

178261-41-1 Downstream products

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    180465-66-1

    C28H37N3O6S

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    159634-47-6

    Ibutamoren

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