6-Methoxy-8-quinolinamine → HCID 10518161, compound

HRID 1653698Notes

Reaction equation

HRID 1653698 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([O:12][CH3:13])[CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][CH:8]=[CH:7]2.[CH2:14]([O:16][C:17]1[C:18](=O)[C:19](=[O:24])[C:20]=1[O:21]CC)[CH3:15]>>[CH3:13][O:12][C:4]1[CH:5]=[C:6]2[C:11](=[C:2]([NH:1][C:18]3[C:19](=[O:24])[C:20](=[O:21])[C:17]=3[O:16][CH2:14][CH3:15])[CH:3]=1)[N:10]=[CH:9][CH:8]=[CH:7]2

Participants

3

Reactant 2

HCID 70236-Methoxy-8-quinolinamineHCID 123228Diethyl squarate

Product 1

HCID 10518161HCID 10518161, compoundYield 29%

Procedure

In a procedure identical to Example 10, Step 1, 8-amino-6-methoxyquinoline (2.00 g, 11.48 mmol) was reacted with 3,4-diethoxy-3-cyclobutene-1,2-dione (1.70 mL, 11.48 mmol) to give 0.99 g (29%) of product: 1H NMR (DMSO-d6) δ10.21 (s, 1H), 8.75 (dd, 1H), 8.29 (dd, 1H), 7.61 (m, 2H), 7.17 (d, 1H), 4.76 (q, 2H), 3.90 (s, 3H), 1.40 (t, 3H).

Sources & evidence

ORD record
ord-b064a79c60d24c6297abf8a22bcad9bc
Source dataset
uspto-grants-1995_04
Patent number
US05403854

Reaction notes

Loading…