N-(2-Aminoethyl)piperidine → 3-(4-chlorobenzyl)-2,4-dioxo-N-(2-(piperidin-1-yl)ethyl)-1,2,3,4-tetrahydroquinazoline-7-carboxamide

HRID 403211Notes

Reaction equation

HRID 403211 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.[N:24]1([CH2:30][CH2:31][NH2:32])[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1>>[N:24]1([CH2:30][CH2:31][NH:32][C:18]([C:12]2[CH:11]=[C:10]3[C:15]([C:16](=[O:17])[N:7]([CH2:6][C:5]4[CH:22]=[CH:23][C:2]([Cl:1])=[CH:3][CH:4]=4)[C:8](=[O:21])[NH:9]3)=[CH:14][CH:13]=2)=[O:19])[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1

Participants

3

Reactant 2

HCID 33944N-(2-Aminoethyl)piperidineHCID 450310153-(4-Chlorobenzyl)-2,4-dioxo-1,2,3,4-tetrahydroquinazoline-7-carboxylic acid

Product 1

HCID 251967433-(4-chlorobenzyl)-2,4-dioxo-N-(2-(piperidin-1-yl)ethyl)-1,2,3,4-tetrahydroquinazoline-7-carboxamide

Procedure

65 mg (55%) of the target compound was obtained using 3-(4-chloro-benzyl)-2,4-dioxoquinazoline-7-carboxylic acid (90 mg, 0.272 mol) obtained in Example 1 and 2-piperidine-1-yl-ethylamine (85 mL, 0.598 mmol).

Sources & evidence

ORD record
ord-d1f9dda6fb06441a9a314eecf6ecdedd
Source dataset
uspto-grants-2014_06
Patent number
US08748422B2

Reaction notes

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