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tert-Butanol → (6'-Chloro-2-methyl-[3,4']bipyridinyl-3'-yl)-carbamic acid tert-butyl ester

HRID 347682
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 347682
FC(F)(F)C1C=C(C(C)(C)[C:14]([N:16](C)[C:17]2[CH:18]=[N:19][C:20](N3CCN(C)CC3)=[CH:21][C:22]=2[C:23]2[C:24]([CH3:29])=[N:25][CH:26]=[CH:27][CH:28]=2)=[O:15])C=C(C(F)(F)F)C=1.[Cl:42]C1N=CC(C(O)=O)=C(C2C(C)=NC=CC=2)C=1.C(N(CC)CC)C.C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=O)C=CC=CC=1.[C:83]([OH:87])([CH3:86])([CH3:85])[CH3:84]>>[C:83]([O:87][C:14](=[O:15])[NH:16][C:17]1[CH:18]=[N:19][C:20]([Cl:42])=[CH:21][C:22]=1[C:23]1[C:24]([CH3:29])=[N:25][CH:26]=[CH:27][CH:28]=1)([CH3:86])([CH3:85])[CH3:84]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 5

HCID 6386tert-ButanolHCID 8471TriethylamineHCID 199401P,P-Diphenylphosphinic azideHCID 115560662-(3,5-bis-trifluoromethyl-phenyl)-N-methyl-N-[2-methyl-6'-(4-methyl-piperazin-1-yl)-[3,4']bipyridinyl-3'-yl]-isobutyramideHCID 210836376'-Chloro-2-methyl-[3,4']bipyridinyl-3'-carboxylic acid

Produkt 1

HCID 58694598
(6'-Chloro-2-methyl-[3,4']bipyridinyl-3'-yl)-carbamic acid tert-butyl ester

Versuchsvorschrift

2-(3,5-Bis-trifluoromethyl-phenyl)-N-methyl-N-[2-methyl-6′-(4-methyl-piperazin-1-yl)-[3,4′]bipyridinyl-3′-yl]-isobutyramide of formula I-2 can be prepared as follows: A solution of 6′-chloro-2-methyl-[3,4′]bipyridinyl-3′-carboxylic acid (VI), triethylamine and diphenylphosphoryl azide in tert-butanol is stirred at about 90° C. under argon for 1.5 h. After cooling to room temperature, the solvent is evaporated. The residue is diluted with ethyl acetate and washed with aqueous sodium hydrogencarbonate solution and brine. The organic layer is concentrated and purified to give the compound (6′-chloro-2-methyl-[3,4′]bipyridinyl-3′-yl)-carbamic acid tert-butyl ester of formula VIII.

Aufarbeitung

  1. customthe solvent is evaporated
  2. additionThe residue is diluted with ethyl acetate
  3. washwashed with aqueous sodium hydrogencarbonate solution and brine
  4. concentrationThe organic layer is concentrated
  5. custompurified

Quellen und Nachweise

ORD-Eintrag
ord-e923a309dc824efb8302c19cca8fa673
Quelldatensatz
uspto-grants-2007_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07176205B2

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