4-Amino-4'-chlorodiphenyl → Ethyl 3-(5-(5-chloro-2-((4'-chloro-[1,1'-biphenyl]-4-yl)carbamoyl)phenyl)picolinamido)propanoate

HRID 405134

Reaktionsgleichung

CN(C(ON1N=N[C:11]2C=CC=N[C:10]1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[C:25]([CH2:28][CH2:29][NH:30][C:31]([C:33]1[N:38]=[CH:37][C:36]([C:39]2[CH:47]=[C:46]([Cl:48])[CH:45]=[CH:44][C:40]=2[C:41]([OH:43])=O)=[CH:35][CH:34]=1)=[O:32])([OH:27])=[O:26].CCN(C(C)C)C(C)C.[Cl:58][C:59]1[CH:64]=[CH:63][C:62]([C:65]2[CH:70]=[CH:69][C:68]([NH2:71])=[CH:67][CH:66]=2)=[CH:61][CH:60]=1>CCOC(C)=O.CN(C=O)C>[Cl:48][C:46]1[CH:45]=[CH:44][C:40]([C:41](=[O:43])[NH:71][C:68]2[CH:69]=[CH:70][C:65]([C:62]3[CH:61]=[CH:60][C:59]([Cl:58])=[CH:64][CH:63]=3)=[CH:66][CH:67]=2)=[C:39]([C:36]2[CH:35]=[CH:34][C:33]([C:31]([NH:30][CH2:29][CH2:28][C:25]([O:27][CH2:10][CH3:11])=[O:26])=[O:32])=[N:38][CH:37]=2)[CH:47]=1

Komponenten

Reaktionsbedingungen

Temperatur: 45 °C

Versuchsvorschrift

Solid HATU (101 mg, 0.27 mmol) was added to a DMF solution (2 mL) of 2-(6-((2-carboxyethyl)carbamoyl)pyridin-3-yl)-4-chlorobenzoic acid (100 mg, 0.27 mmol), i-Pr2NEt (0.2 mL, 1.1 mmol), and 4′-chloro-[1,1′-biphenyl]-4-amine (57 mg, 0.28 mmol) and the resulting mixture was warmed to 45° C. After 16 h the resulting mixture was diluted with EtOAc, washed with water and brine, dried (Na2SO4), concentrated and purified via column chromatography to yield the title compound.

Aufarbeitung

washwashed with water and brine
dry with materialdried (Na2SO4)
concentrationconcentrated
custompurified via column chromatography

Quellen und Nachweise

ORD-Eintrag: ord-9fe7b119e178466f95b980ab066eb113
Quelldatensatz: uspto-grants-2014_06
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08748624B2

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