1-(3-Aminopropyl)-2-pipecoline → 3-(4-chlorobenzyl)-N-(3-(2-methylpiperidin-1-yl)propyl)-2,4-dioxo-1,2,3,4-tetrahydroquinazoline-7-carboxamide

HRID 403214Notes

Reaction equation

HRID 403214 reaction equation
[Cl:1][C:2]1[CH:23]=[CH:22][C:5]([CH2:6][N:7]2[C:16](=[O:17])[C:15]3[C:10](=[CH:11][C:12]([C:18](O)=[O:19])=[CH:13][CH:14]=3)[NH:9][C:8]2=[O:21])=[CH:4][CH:3]=1.[CH3:24][CH:25]1[CH2:30][CH2:29][CH2:28][CH2:27][N:26]1[CH2:31][CH2:32][CH2:33][NH2:34]>>[CH3:24][CH:25]1[CH2:30][CH2:29][CH2:28][CH2:27][N:26]1[CH2:31][CH2:32][CH2:33][NH:34][C:18]([C:12]1[CH:11]=[C:10]2[C:15]([C:16](=[O:17])[N:7]([CH2:6][C:5]3[CH:22]=[CH:23][C:2]([Cl:1])=[CH:3][CH:4]=3)[C:8](=[O:21])[NH:9]2)=[CH:14][CH:13]=1)=[O:19]

Participants

3

Reactant 2

HCID 5202111-(3-Aminopropyl)-2-pipecolineHCID 450310153-(4-Chlorobenzyl)-2,4-dioxo-1,2,3,4-tetrahydroquinazoline-7-carboxylic acid

Product 1

HCID 251968503-(4-chlorobenzyl)-N-(3-(2-methylpiperidin-1-yl)propyl)-2,4-dioxo-1,2,3,4-tetrahydroquinazoline-7-carboxamide

Procedure

65 mg (52%) of the target compound was obtained in the same manner of Example 1, using 3-(4-chloro-benzyl)-2,4-dioxoquinazoline-7-carboxylic acid (90 mg, 0.272 mol) obtained in Example 1 and 3-(2-methyl-piperidine-1-yl)-propylamine (103 mL, 0.598 mmol).

Sources & evidence

ORD record
ord-ee9a12a1b3cb47fb8b32658ab8d3b5fc
Source dataset
uspto-grants-2014_06
Patent number
US08748422B2

Reaction notes

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