1,8-Diazabicyclo(5.4.0)undec-7-ene → N-(5-(7-(benzyloxy)quinolin-4-yloxy)pyridin-2-yl)-N-phenylcyclopropane-1,1-dicarboxamide

HRID 1969427Notes

Reaction equation

HRID 1969427 reaction equation
[C:1]1([NH:7][C:8]([C:10]2([C:13]([OH:15])=O)[CH2:12][CH2:11]2)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C[N:17](C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[CH2:40]([O:47][C:48]1[CH:57]=[C:56]2[C:51]([C:52]([O:58][C:59]3[CH:60]=[CH:61][C:62](N)=[N:63][CH:64]=3)=[CH:53][CH:54]=[N:55]2)=[CH:50][CH:49]=1)[C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1.C1CCN2C(=NCCC2)CC1>C(Cl)Cl>[CH2:40]([O:47][C:48]1[CH:57]=[C:56]2[C:51]([C:52]([O:58][C:59]3[CH:60]=[CH:61][C:62]([N:7]([C:1]4[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=4)[C:8]([C:10]4([C:13]([NH2:17])=[O:15])[CH2:11][CH2:12]4)=[O:9])=[N:63][CH:64]=3)=[CH:53][CH:54]=[N:55]2)=[CH:50][CH:49]=1)[C:41]1[CH:42]=[CH:43][CH:44]=[CH:45][CH:46]=1

Participants

6

Reactant 4

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 190968711-(Phenylcarbamoyl)cyclopropanecarboxylic acidHCID 672966285-(7-(Benzyloxy)quinolin-4-yloxy)pyridin-2-amine

Product 1

HCID 67299422N-(5-(7-(benzyloxy)quinolin-4-yloxy)pyridin-2-yl)-N-phenylcyclopropane-1,1-dicarboxamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared according to the procedure described in Example 21 of step 5 by using 1-(phenylcarbamoyl)cyclopropanecarboxylic acid (1.14 g, 5.6 mmol), HATU (2.11 g, 5.6 mmol), 5-(7-(benzyloxy)quinolin-4-yloxy)pyridin-2-amine (960 mg, 2.8 mmol) and DBU (868 mg, 7.0 mmol) in dry DCM (50 mL). The title compound was obtained as a white solid (1.22 g, 82%).

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-9dce4cf926a34d2390c7479e14357a8c
Source dataset
uspto-grants-2013_04
Patent number
US08426585B2

Reaction notes

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