Reaktion #73176

ord-8e210ef2f4a744a19abe035939150f73

Reaktionsgleichung

OB(O)c1ccncc1
pyridin-4-ylboronic acid
CC[C@@H]1C(=O)N(C)c2cnc(Cl)nc2N1C1CCCC1
Intermediate B
CC[C@@H]1C(=O)N(C)c2cnc(Cl)nc2N1C1CCCC1
(R)-2-Chloro-8-cyclopentyl-7-ethyl-5-methyl-7,8-dihydropteridin-6(5H)-one
CC1(C)OB(c2cccnc2-c2ccccc2)OC1(C)C
2-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
CC1(C)OB(c2ccncc2-c2ccccc2)OC1(C)C
Boronic Acid
CC1(C)OB(c2ccncc2-c2ccccc2)OC1(C)C
3-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
→
CC[C@@H]1C(=O)N(C)c2cnc(-c3cccnc3-c3ccccc3)nc2N1c1ccn(C)n1
title compound
CC[C@@H]1C(=O)N(C)c2cnc(-c3cccnc3-c3ccccc3)nc2N1c1ccn(C)n1
(R)-7-ethyl-5-methyl-8-(1-methyl-1H-pyrazol-3-yl)-2-(2-phenylpyridin-3-yl)-7,8-dihydropteridin-6(5H)-one

Edukte

OB(O)c1ccncc1
pyridin-4-ylboronic acid
CC[C@@H]1C(=O)N(C)c2cnc(Cl)nc2N1C1CCCC1
Intermediate B
CC[C@@H]1C(=O)N(C)c2cnc(Cl)nc2N1C1CCCC1
(R)-2-Chloro-8-cyclopentyl-7-ethyl-5-methyl-7,8-dihydropteridin-6(5H)-one
CC1(C)OB(c2cccnc2-c2ccccc2)OC1(C)C
2-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
CC1(C)OB(c2ccncc2-c2ccccc2)OC1(C)C
Boronic Acid
CC1(C)OB(c2ccncc2-c2ccccc2)OC1(C)C
3-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeprepared similarly to the methods

Vorschrift

The title compound is prepared similarly to the methods described in Example 5, with Intermediate QQ-2 instead of Intermediate B and with 2-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (prepared similarly to the methods used for Boronic Acid 2) instead of pyridin-4-ylboronic acid.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08541418B2uspto-grants-2013_09