Propylenediamine → HCID 178521773, compound

HRID 714338Notes

Reaction equation

HRID 714338 reaction equation
NCC(N)C.[C:6]1([CH2:12][C@H:13]([NH2:16])[CH2:14][NH2:15])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[C:17]([NH:25][C:26]1[CH:27]=[C:28]([CH:32]=[CH:33][N:34]=1)[C:29](O)=O)(=[O:24])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>>[CH2:12]([CH:13]1[CH2:14][NH:15][C:29]([C:28]2[CH:32]=[CH:33][N:34]=[C:26]([NH:25][C:17](=[O:24])[C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=3)[CH:27]=2)=[N:16]1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

4

Reactant 3

HCID 6567PropylenediamineHCID 12699301(2S)-3-Phenylpropane-1,2-diamineHCID 643938512-Benzamidoisonicotinic acid

Product 1

HCID 178521773HCID 178521773, compoundYield 34%

Procedure

Following the procedure as described in Example 9, making variations as required to replace 1,2-diaminopropane with (S)-3-phenylpropane-1,2-diamine to react with 2-benzamidoisonicotinic acid, N-(4-(4-benzyl-4,5-dihydro-1H-imidazol-2-yl)pyridin-2-yl)benzamide was obtained in 34% yield: MS (ES+) m/z 357.3 (M+1).

Sources & evidence

ORD record
ord-acb3725b2c044361b1e0632638964a13
Source dataset
uspto-grants-2015_11
Patent number
US09187426B2

Reaction notes

Loading…