Propylenediamine → HCID 178441250, compound

HRID 714339Notes

Reaction equation

HRID 714339 reaction equation
NCC(N)C.[CH3:6][CH:7]([CH3:13])[CH2:8][C@H:9]([NH2:12])[CH2:10][NH2:11].[C:14]([NH:22][C:23]1[CH:24]=[C:25]([CH:29]=[CH:30][N:31]=1)[C:26](O)=O)(=[O:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>>[CH2:8]([CH:9]1[CH2:10][NH:11][C:26]([C:25]2[CH:29]=[CH:30][N:31]=[C:23]([NH:22][C:14](=[O:21])[C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH:24]=2)=[N:12]1)[CH:7]([CH3:13])[CH3:6]

Participants

4

Reactant 3

HCID 6567PropylenediamineHCID 10942394(S)-4-methylpentane-1,2-diamineHCID 643938512-Benzamidoisonicotinic acid

Product 1

HCID 178441250HCID 178441250, compoundYield 23%

Procedure

Following the procedure as described in Example 9, making variations as required to replace 1,2-diaminopropane with (S)-4-methylpentane-1,2-diamine to react with 2-benzamidoisonicotinic acid, N-(4-(4-isobutyl-4,5-dihydro-1H-imidazol-2-yl)pyridin-2-yl)benzamide was obtained in 23% yield: MS (ES+) m/z 323.2 (M+1).

Sources & evidence

ORD record
ord-72403330cb8b41178fb41baa31ea6fc3
Source dataset
uspto-grants-2015_11
Patent number
US09187426B2

Reaction notes

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