N,N-Diethyl-1,3-propanediamine → HCID 71082844, compound

HRID 1921435Notes

Reaction equation

HRID 1921435 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].[CH2:20]([N:22]([CH2:27][CH3:28])[CH2:23][CH2:24][CH2:25][NH2:26])[CH3:21]>>[ClH:19].[CH2:20]([N:22]([CH2:27][CH3:28])[CH2:23][CH2:24][CH2:25][NH:26][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])[CH3:21]

Participants

3

Reactant 2

HCID 61011N,N-Diethyl-1,3-propanediamineHCID 866103525-(5-Ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl)thiophene-2-sulfonyl chloride

Product 1

HCID 71082844HCID 71082844, compoundYield 50%

Procedure

5-(5-Ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl)thiophene-2-sulfonyl chloride is reacted with N,N-diethyl-propane-1,3-diamine as described in Steps 5 and 6, Example 24 to give the title compound as an orange solid (50% yield). LC/MS: RT: 2.03 min; m/e 412 (M+H); 1H NMR (δ, ppm): 11.86 (1H, s), 10.07 (1H, s), 8.05 (1H, t), 7.56 (1H, d), 7.34 (1H, s), 7.19 (1H, d), 2.93-3.58 (8H, m), 2.40 (2H, q), 2.32 (3H, s), 1.82 (2H, m), 1.19 (6H, t), 1.10 (3H, t).

Sources & evidence

ORD record
ord-d85c0f14bc1444ef8ec56d85b5d4929a
Source dataset
uspto-grants-2012_05
Patent number
US08173682B2

Reaction notes

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