Triethylamine → HCID 178430809, Verbindung

HRID 216027

Reaktionsgleichung

Reaktionsgleichung von HRID 216027
[C:1]1([C:7]2([C:13]([OH:15])=[O:14])[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl[C:17]1[C:18]2[C:25]([CH3:26])=[CH:24][NH:23][C:19]=2[N:20]=[CH:21][N:22]=1.C(N(CC)CC)C>C(O)(C)C>[CH3:26][C:25]1[C:18]2[CH:17]([N:10]3[CH2:9][CH2:8][C:7]([C:1]4[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=4)([C:13]([OH:15])=[O:14])[CH2:12][CH2:11]3)[NH:22][CH:21]=[N:20][C:19]=2[NH:23][CH:24]=1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 192594-Phenylpiperidine-4-carboxylic acid, compound with toluene-p-sulphonic acidHCID 148092824-Chloro-5-methyl-7H-pyrrolo(2,3-d)pyrimidine

Produkt 1

HCID 178430809HCID 178430809, VerbindungAusbeute 62 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Reaktionsbedingungen

Temperatur
180 °C

Versuchsvorschrift

To a solution of 4-phenylpiperidine-4-carboxylic acid from step A (0.74 g, 3.1 mmol) in isopropanol (10 mL), was added 4-chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidine (0.52 g, 3.1 mmol) and triethylamine (1.0 mL, 9.8 mmol). The reaction mixture was heated at 180° C. for 180 minutes under microwave condition, and then concentrated under vacuum. The residue was dissolved in ice water and neutralized to pH 4 by addition of 1 N aq. HCl. The product was isolated by filtration and dried under vacuum for 3 hours at 65° C. to give the title compound (62%) as a brown solid. MS (ES+) [M+H]+=336.

Aufarbeitung

  1. concentrationconcentrated under vacuum
  2. dissolutionThe residue was dissolved in ice water and neutralized to pH 4 by addition of 1 N aq. HCl
  3. customThe product was isolated by filtration
  4. customdried under vacuum for 3 hours at 65° C.

Quellen und Nachweise

ORD-Eintrag
ord-28e7c6858a89428a95b4db5226ae7065
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08193202B2

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