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Tris(hydroxymethyl)aminomethane → N-(1-((3,5-dimethylisoxazol-4-yl)methyl)-1H-pyrazol-4-yl)benzo[d][1,3]dioxole-5-carboxamide

HRID 548012
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 548012
Cl.[CH3:2][C:3]1[C:7]([CH2:8][N:9]2[CH:13]=[C:12]([NH2:14])[CH:11]=[N:10]2)=[C:6]([CH3:15])[O:5][N:4]=1.[O:16]1[C:20]2[CH:21]=[CH:22][C:23]([C:25](O)=[O:26])=[CH:24][C:19]=2[O:18][CH2:17]1.OC1C2N=NNC=2C=CC=1.C(O)C(N)(CO)CO>CN(C)C=O.C(#N)C>[CH3:2][C:3]1[C:7]([CH2:8][N:9]2[CH:13]=[C:12]([NH:14][C:25]([C:23]3[CH:22]=[CH:21][C:20]4[O:16][CH2:17][O:18][C:19]=4[CH:24]=3)=[O:26])[CH:11]=[N:10]2)=[C:6]([CH3:15])[O:5][N:4]=1
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Komponenten

7

Edukt 4

HCID 6503Tris(hydroxymethyl)aminomethaneHCID 71961,3-Benzodioxole-5-carboxylic acidHCID 574222641-((3,5-dimethylisoxazol-4-yl)methyl)-1H-pyrazol-4-amine hydrochlorideHCID 178418300HCID 178418300, Verbindung2×

Produkt 1

HCID 57422267N-(1-((3,5-dimethylisoxazol-4-yl)methyl)-1H-pyrazol-4-yl)benzo[d][1,3]dioxole-5-carboxamide
Ausbeute 6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittel2×HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

1-((3,5-dimethylisoxazol-4-yl)methyl)-1H-pyrazol-4-amine hydrochloride (example 1a) (8 mg, 35 μmol) and benzo[d][1,3]dioxole-5-carboxylic acid (7 mg, 42 μmol) were each dissolved in 200 uL dimethylformamide. Si-Carbodiimide resin (70 mg, 70 μmol) was loaded into a 1.2 mL 96 well Greiner plate, followed by the addition of amine and acid. Hydroxybenzotriazole (6 mg, 42 μmol) was dissolved in 100 uL dimethylformamide and was added into the reaction well. The reaction was shaken overnight at room temperature. To remove excess carboxylic acid and hydroxybenzotriazole, PS-Trisamine resin (35 mg, 70 μmol) was added into the reaction mixture and was allowed to shake overnight at room temperature. 200 uL of Acetonitrile was added into the reaction well and shaken for 1 minute. The top clear solution was transferred into a new plate. The extraction process was repeated two more times. The solution was evaporated under vacuum and gave the desired product.

Aufarbeitung

  1. additionwas added into the reaction well
  2. additionwas added into the reaction mixture
  3. waitto shake overnight at room temperature
  4. stirringshaken for 1 minute
  5. customThe solution was evaporated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-fa1f933f40374b9985f64408d40ba93c
Quelldatensatz
uspto-grants-2011_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07939671B2

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