Piperidine → HCID 178510302, Verbindung

HRID 527272

Reaktionsgleichung

Reaktionsgleichung von HRID 527272
[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].[OH:17][CH2:18][CH2:19][O:20][C:21]1[CH:28]=[CH:27][C:24]([CH:25]=O)=[CH:23][CH:22]=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][CH2:25][C:24]3[CH:23]=[CH:22][C:21]([O:20][CH2:19][CH2:18][OH:17])=[CH:28][CH:27]=3)[NH:6][N:5]=2)[CH:13]=[CH:12][CH:11]=1

Komponenten

7

Edukt 4

HCID 8082PiperidineHCID 89178Benzaldehyde, 4-(2-hydroxyethoxy)-HCID 4311764Sodium borohydrideHCID 106811675-Amino-3-(3-chloro-phenylamino)-4-cyano-pyrazole

Produkt 1

HCID 178510302HCID 178510302, Verbindung

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(2-hydroxyethoxy)benzaldehyde 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 C21 was scraped and collected. (100 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-14bec02312b64e56861a311d268b324f
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09346792B2

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