Tetrahydrofurfurylamine → HCID 58808544, compound

HRID 1921446Notes

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)(=[O:18])=[O:17])=[CH:13][CH:12]=2)[CH:4]=1)[CH3:2].[O:20]1[CH2:24][CH2:23][CH2:22][CH:21]1[CH2:25][NH2:26]>>[O:20]1[CH2:24][CH2:23][CH2:22][CH:21]1[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]

Participants

Reactant 2

HCID 253298Tetrahydrofurfurylamine

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

Product 1

HCID 58808544HCID 58808544, compoundYield 39.5%

Procedure

5-(5-Ethyl-2-methyl-6-oxo-1,6-dihydropyridin-3-yl)thiophene-2-sulfonyl chloride is reacted with (tetrahydrofuran-2-yl)methylamine as described in Step 5, Example 24 to give the title compound as a yellow solid (39.5% yield). LC/MS: RT 2.63 min; m/e 383 (M+H); 1H NMR (CDCl3, δ, ppm): 11.21 (H, br), 7.50 (1H, d), 7.23 (1H, s), 6.90 (1H, d), 4.98 (1H, t), 4.00 (1H, q), 3.80 (2H, m), 3.30 (1H, m), 3.05 (1H, m), 2.6 (2H, dd), 2.40 (3H, s), 1.87 (3H, m), 1.23 (3H, t).

Sources & evidence

ORD record: ord-86529fd481aa49b180d8d045519b4635
Source dataset: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08173682B2

Reaction notes

Loading…