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Methanol → HCID 466050, Verbindung

HRID 1952781
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1952781
[NH2:1][C:2]1[N:3]=[C:4]([NH2:14])[C:5]2[N:11]=[C:10]([CH2:12]Br)[CH:9]=[CH:8][C:6]=2[N:7]=1.[C:15]1([SH:21])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[K].CO>CC(N(C)C)=O.C(Cl)(Cl)Cl>[NH2:1][C:2]1[N:3]=[C:4]([NH2:14])[C:5]2[N:11]=[C:10]([CH2:12][S:21][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH:9]=[CH:8][C:6]=2[N:7]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 4

HCID 887MethanolHCID 7969ThiophenolHCID 5462222PotassiumHCID 133452266-(Bromomethyl)pyrido[3,2-d]pyrimidine-2,4-diamine

Produkt 1

HCID 466050HCID 466050, VerbindungAusbeute 0,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6212
Chloroform
Lösungsmittel
HCID 31374DimethylacetamideLösungsmittel

Versuchsvorschrift

To a suspension of 7 (~2.5 mmol) in anhydrous dimethylacetamide was added 1 mL thiophenol (5 mmol) and 690 mg anhydrous potassium (5 mmol). After the suspension was stirred for 3 days, the spot of 7 disappeared from TLC. The Rf value of one of new spots which is assigned as 9 is 0.35 (in 2:8 methanol:chloroform). The solvent DMAC was removed under diminished pressure. The solid residue was washed with methanol three times and filtered. The combined liquid was added silica gel and then the methanol was evaporated to dryness. A small amount of product was separated through a dry column. 1HNMR, the product. After crystallization, 5 mg of pure product was obtained.

Aufarbeitung

  1. customThe solvent DMAC was removed under diminished pressure
  2. washThe solid residue was washed with methanol three times
  3. filtrationfiltered
  4. additionThe combined liquid was added silica gel
  5. customthe methanol was evaporated to dryness
  6. customA small amount of product was separated through a dry column
  7. customAfter crystallization

Quellen und Nachweise

ORD-Eintrag
ord-5df52342a1b344f6b4ccc80957ec8890
Quelldatensatz
uspto-grants-2000_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06114339

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