Quinoline, 1,2,3,4-tetrahydro-6-methoxy- → HCID 45321020, compound

HRID 1482835Notes

Reaction equation

HRID 1482835 reaction equation
Cl[S:2]([C:5]1[CH:13]=[CH:12][C:8]([C:9]([OH:11])=[O:10])=[CH:7][CH:6]=1)(=[O:4])=[O:3].[CH3:14][O:15][C:16]1[CH:17]=[C:18]2[C:23](=[CH:24][CH:25]=1)[NH:22][CH2:21][CH2:20][CH2:19]2>>[CH3:14][O:15][C:16]1[CH:17]=[C:18]2[C:23](=[CH:24][CH:25]=1)[N:22]([S:2]([C:5]1[CH:13]=[CH:12][C:8]([C:9]([OH:11])=[O:10])=[CH:7][CH:6]=1)(=[O:4])=[O:3])[CH2:21][CH2:20][CH2:19]2

Participants

3

Reactant 2

HCID 67113Quinoline, 1,2,3,4-tetrahydro-6-methoxy-HCID 823854-(Chlorosulfonyl)benzoic acid

Product 1

HCID 45321020HCID 45321020, compound

Procedure

4-(chlorosulfonyl)benzoic acid (500 mg, 2.27 mmol) was treated with 6-methoxy-1,2,3,4-tetrahydroquinoline (1.0 g, 6.13 mmol) using method A to give 4-(6-methoxy-3,4-dihydroquinolin-1(2H)-ylsulfonyl)benzoic acid as an off-white solid. Yield: 358 mg (46%). 1H-NMR: 8.04 (d, J=8.5 Hz, 2H), 7.64 (d, J=8.5 Hz, 2H), 7.52 (d, J=9.0 Hz, 1H), 6.81 (dd, J=9.0, 3.0 Hz, 1H), 6.65 (d, J=3.0 Hz, 1H), 3.75-3.70 (m, 5H), 2.29 (t, J=7.0 Hz, 2H), 1.53-1.45 (m, 2H).

Sources & evidence

ORD record
ord-507cb4a705c9480fbf79cf2b5d977c7d
Source dataset
uspto-grants-2016_08
Patent number
US09416101B2

Reaction notes

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