N,N-Dimethyl-1,3-propanediamine → HCID 11539008, compound

HRID 1921391Notes

Reaction equation

HRID 1921391 reaction equation
[CH2:1]([C:3]1[C:8](=[O:9])[NH:7][C:6]([CH3:10])=[C:5]([C:11]2[S:15][C:14]([S:16]([Cl:19])(=[O:18])=[O:17])=[CH:13][CH:12]=2)[CH:4]=1)[CH3:2].[CH3:20][N:21]([CH3:26])[CH2:22][CH2:23][CH2:24][NH2:25]>>[ClH:19].[CH3:20][N:21]([CH3:26])[CH2:22][CH2:23][CH2:24][NH:25][S:16]([C:14]1[S:15][C:11]([C:5]2[CH:4]=[C:3]([CH2:1][CH3:2])[C:8](=[O:9])[NH:7][C:6]=2[CH3:10])=[CH:12][CH:13]=1)(=[O:18])=[O:17]

Participants

3

Reactant 2

HCID 7993N,N-Dimethyl-1,3-propanediamineHCID 866103525-(5-Ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl)thiophene-2-sulfonyl chloride

Product 1

HCID 11539008HCID 11539008, compoundYield 64%

Procedure

5-(5-Ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl)thiophene-2-sulfonyl chloride is reacted with 3-dimethylaminopropylamine as described in Step 5, Example 24 to give the title compound as a solid (64% yield). LC/MS: RT 1.98 min; m/e 384 (M+H); 1H NMR (δ, ppm): 11.84 (1H, br s), 8.06 (1H, t), 7.57 (1H, d), 7.34 (1H, s); 7.17 (1H, d), 2.94 (4H, m), 2.70 (6H), 2.36 (2H, q), 2.32 (3H, s), 1.82 (2H), 1.07 (3H, t).

Sources & evidence

ORD record
ord-3b661293ea1444fba04d49d91029d8ae
Source dataset
uspto-grants-2012_05
Patent number
US08173682B2

Reaction notes

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