1-[2-(2-Hydroxyethoxy)ethyl]piperazine → HCID 67492314, compound
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].[N:20]1([CH2:26][CH2:27][O:28][CH2:29][CH2:30][OH:31])[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1>>[ClH:19].[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]([N:23]3[CH2:22][CH2:21][N:20]([CH2:26][CH2:27][O:28][CH2:29][CH2:30][OH:31])[CH2:25][CH2:24]3)(=[O:18])=[O:17])=[CH:13][CH:12]=2)[CH:4]=1)[CH3:2]Participants
3
Procedure
5-(5-Ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl)thiophene-2-sulfonyl chloride (70 mg, 0.220 mmol) is reacted with 2-(2-piperazin-1-yl-ethoxy)-ethanol (41.7 μL, 0.242 mmol) as described in Steps 5 and 6, Example 24 to give the title compound as an orange solid (90% yield). LC/MS: RT 2.03 min, m/e 456 (M+H); 1H NMR (δ, ppm): 11.89 (1H, s), 10.6 (1H, s), 7.69 (1H, d), 7.37 (1H, s), 7.34 (1H, d), 3.71-3.76 (4H, m), 3.60-3.64 (2H, m), 3.45-3.50 (4H, m), 3.32-3.31 (4H, m), 2.92-3.00 (2H, m), 2.41 (2H, q), 2.35 (3H, s), 1.10 (3H, t).
Sources & evidence
- ORD record
- ord-f1755c3eea9c4324bf1984fbb6a5c270
- Source dataset
- uspto-grants-2012_05
- Patent number
- US08173682B2
Reaction notes
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