N-(3-Aminopropyl)morpholine → 3-(4-chlorobenzyl)-N-(3-morpholinopropyl)-2,4-dioxo-1,2,3,4-tetrahydroquinazoline-7-carboxamide

HRID 403213Notes

Reaction equation

HRID 403213 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]([OH:20])=O)=[CH:13][CH:14]=3)[NH:9][C:8]2=[O:21])=[CH:4][CH:3]=1.[N:24]1([CH2:30][CH2:31][CH2:32][NH2:33])[CH2:29][CH2:28][O:27][CH2:26][CH2:25]1>>[N:24]1([CH2:30][CH2:31][CH2:32][NH:33][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:20])[CH2:29][CH2:28][O:27][CH2:26][CH2:25]1

Participants

3

Reactant 2

HCID 61055N-(3-Aminopropyl)morpholineHCID 450310153-(4-Chlorobenzyl)-2,4-dioxo-1,2,3,4-tetrahydroquinazoline-7-carboxylic acid

Product 1

HCID 251967453-(4-chlorobenzyl)-N-(3-morpholinopropyl)-2,4-dioxo-1,2,3,4-tetrahydroquinazoline-7-carboxamide

Procedure

30 mg (25%) 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-morpholine-4-yl-propylamine (87 mL, 0.598 mmol).

Sources & evidence

ORD record
ord-1b8c379e916749f4a382a3c575fb2fa7
Source dataset
uspto-grants-2014_06
Patent number
US08748422B2

Reaction notes

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