3-[(Piperazin-1-yl)methyl]quinoline → 4-Quinolin-3-ylmethyl-piperazine-1-carboxylic acid pyrimidin-4-ylamide

HRID 1817088Notes

Reaction equation

HRID 1817088 reaction equation
C1(O[C:8](=[O:16])[NH:9][C:10]2[CH:15]=[CH:14][N:13]=[CH:12][N:11]=2)C=CC=CC=1.[N:17]1([CH2:23][C:24]2[CH:25]=[N:26][C:27]3[C:32]([CH:33]=2)=[CH:31][CH:30]=[CH:29][CH:28]=3)[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1>>[N:13]1[CH:14]=[CH:15][C:10]([NH:9][C:8]([N:20]2[CH2:21][CH2:22][N:17]([CH2:23][C:24]3[CH:25]=[N:26][C:27]4[C:32]([CH:33]=3)=[CH:31][CH:30]=[CH:29][CH:28]=4)[CH2:18][CH2:19]2)=[O:16])=[N:11][CH:12]=1

Participants

3

Reactant 2

HCID 578808813-[(Piperazin-1-yl)methyl]quinolineHCID 58557599Phenyl pyrimidin-4-ylcarbamate

Product 1

HCID 578808904-Quinolin-3-ylmethyl-piperazine-1-carboxylic acid pyrimidin-4-ylamide

Procedure

The title compound was prepared from pyrimidin-4-yl-carbamic acid phenyl ester and 3-piperazin-1-ylmethyl-quinoline in analogy with Example 142. 1H NMR (400 MHz, CDCl3): 8.94 (d, J=2.0 Hz, 1H), 8.76 (s, 1H), 8.54 (d, J=6.1 Hz, 1H), 8.25 (s, 1H), 8.20 (d, J=8.8 Hz, 1H), 7.99 (d, J=5.8 Hz, 1H), 7.87 (d, J=7.8 Hz, 1H), 7.79-7.75 (m, 1H), 7.64-7.60 (m, 1H), 7.38 (br s, 1H), 3.85 (s, 2H), 3.64 (br s, 4H), 2.66 (bs, 4H).

Sources & evidence

ORD record
ord-c1cb210d52f84faeac263cdfd81c6fac
Source dataset
uspto-grants-2009_10
Patent number
US07598249B2

Reaction notes

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