Tris(hydroxymethyl)aminomethane → N-(2,3-dimethylcyclohexyl)benzo[d][1,3]dioxole-5-carboxamide

HRID 1453417

Reaktionsgleichung

Reaktionsgleichung von HRID 1453417
[CH3:1][CH:2]1[CH:7]([CH3:8])[CH2:6][CH2:5][CH2:4][CH:3]1[NH2:9].[O:10]1[C:14]2[CH:15]=[CH:16][C:17]([C:19](O)=[O:20])=[CH:18][C:13]=2[O:12][CH2:11]1.N=C=N.OC1C2N=NNC=2C=CC=1.C(O)C(N)(CO)CO>C(#N)C.ClCCl.CN(C=O)C.C(#N)C>[CH3:1][CH:2]1[CH:7]([CH3:8])[CH2:6][CH2:5][CH2:4][CH:3]1[NH:9][C:19]([C:17]1[CH:16]=[CH:15][C:14]2[O:10][CH2:11][O:12][C:13]=2[CH:18]=1)=[O:20]

Komponenten

9

Edukt 5

HCID 6503Tris(hydroxymethyl)aminomethaneHCID 71961,3-Benzodioxole-5-carboxylic acidHCID 1235072,3-DimethylcyclohexylamineHCID 160435CarbodiimideHCID 178418300HCID 178418300, Verbindung

Produkt 1

HCID 17479454N-(2,3-dimethylcyclohexyl)benzo[d][1,3]dioxole-5-carboxamide

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 6228DimethylformamideLösungsmittelHCID 6342AcetonitrileLösungsmittelHCID 21877088Acetonitrile methylene chlorideLösungsmittel

Versuchsvorschrift

2,3-dimethylcyclohexanamine (20 μmol) and benzo[d][1,3]dioxole-5-carboxylic acid (1.1 eq) were each dissolved in acetonitrile/dichloromethane (200 μL, 2:1). PS-Carbodiimide resin (2 eq) was loaded into a 1.2 mL 96 well Greiner plate, followed by the addition of amine and acid solutions. Hydroxybenzotriazole (1.1 eq) was dissolved in DMF (100 mL) and was added into the reaction well. The reaction was shaken overnight at room temperature. Once the reaction was completed, PS-Trisamine resin (1.5 eq) was added into the reaction mixture and the solution was allowed to shake overnight at room temperature. Acetonitrile (200 mL) was added into the reaction well, and the top clear solution was transferred into a new plate. The solution was evaporated to give N-(2,3-dimethylcyclohexyl)benzo[d][1,3]dioxole-5-carboxamide. MS (M+H, 276.20).

Aufarbeitung

  1. additionwas added into the reaction well
  2. waitto shake overnight at room temperature
  3. customThe solution was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-ac0abaa13bb24876b7887cb3ae4727fc
Quelldatensatz
uspto-grants-2009_01
Patentnummer
US07476399B2

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