Piperidine → 3-((3-chlorophenyl)amino)-5-((4-fluoro-2-methylbenzyl)amino)-1H-pyrazole-4-carbonitrile

HRID 527280

Reaktionsgleichung

Reaktionsgleichung von HRID 527280
[NH2:1][C:2]1[NH:6][N:5]=[C:4]([NH:7][C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([Cl:14])[CH:9]=2)[C:3]=1[C:15]#[N:16].[F:17][C:18]1[CH:25]=[CH:24][C:21]([CH:22]=O)=[C:20]([CH3:26])[CH:19]=1.N1CCCCC1.[BH4-].[Na+]>C(O)C.CO>[Cl:14][C:10]1[CH:9]=[C:8]([NH:7][C:4]2[C:3]([C:15]#[N:16])=[C:2]([NH:1][CH2:22][C:21]3[CH:24]=[CH:25][C:18]([F:17])=[CH:19][C:20]=3[CH3:26])[NH:6][N:5]=2)[CH:13]=[CH:12][CH:11]=1

Komponenten

7

Edukt 4

HCID 8082PiperidineHCID 27832174-Fluoro-2-methylbenzaldehydeHCID 4311764Sodium borohydrideHCID 106811675-Amino-3-(3-chloro-phenylamino)-4-cyano-pyrazole

Produkt 1

HCID 1784278523-((3-chlorophenyl)amino)-5-((4-fluoro-2-methylbenzyl)amino)-1H-pyrazole-4-carbonitrile

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
85 °C

Versuchsvorschrift

Dissolved 5-amino-3-((3-chlorophenyl)amino)-1H-pyrazole-4-carbonitrile (58 mg) in 4 mL ethanol and added 0.250 mmol of 4-fluoro-2-methylbenzaldehyde followed by a single drop of piperidine. This solution was then heated to 85° C. for 17 hrs, then the ethanol was evaporated and the resulting product was scraped from the reaction vessels. The powder was then resuspended in 4 mL of MeOH and 3 eq. of sodium borohydride was added and left stirring overnight at room temperature. Then MeOH was then evaporated and the product C29 was scraped and collected. (50 mg)

Aufarbeitung

  1. customthe ethanol was evaporated
  2. customthe resulting product was scraped from the reaction vessels
  3. waitleft
  4. customThen MeOH was then evaporated
  5. customcollected

Quellen und Nachweise

ORD-Eintrag
ord-878f3cb77382442faf75abf953936ae6
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09346792B2

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