4-Chloro-8-methoxyquinoline → HCID 67503853, compound

HRID 574288Notes

Reaction equation

HRID 574288 reaction equation
[N:1]1([CH2:7][CH2:8][N:9]([CH2:21][CH2:22][CH3:23])[CH:10]2[CH2:19][CH2:18][C:17]3[C:16]([OH:20])=[CH:15][CH:14]=[CH:13][C:12]=3[CH2:11]2)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.Cl[C:25]1[C:34]2[C:29](=[C:30]([O:35][CH3:36])[CH:31]=[CH:32][CH:33]=2)[N:28]=[CH:27][CH:26]=1>>[CH3:36][O:35][C:30]1[CH:31]=[CH:32][CH:33]=[C:34]2[C:29]=1[N:28]=[CH:27][CH:26]=[C:25]2[N:4]1[CH2:5][CH2:6][N:1]([CH2:7][CH2:8][N:9]([CH2:21][CH2:22][CH3:23])[CH:10]2[CH2:19][CH2:18][C:17]3[C:16]([OH:20])=[CH:15][CH:14]=[CH:13][C:12]=3[CH2:11]2)[CH2:2][CH2:3]1

Participants

3

Reactant 2

HCID 123366624-Chloro-8-methoxyquinolineHCID 60167428HCID 60167428, compound

Product 1

HCID 67503853HCID 67503853, compound

Procedure

This compound was prepared from 9b (0.668 g, 2.1 mmol) and 17 (0.4 g, 2.1 mmol) following the procedure I to get 18b as white wax (yield 0.76 g, 75%). 1H NMR (400 MHz, CDCl3) δ ppm 0.92-0.95 (t, 3H, J=6 Hz), 1.58-1.65 (m, 3H), 2.04-2.14 (m, 2H), 2.73-2.96 (m, 13H), 3.25 (bs, 4H), 3.48 (s, 1H), 4.04 (s, 3H), 6.57-6.59 (d, 1H, J=8 Hz), 6.66-6.68 (d, 1H, J=8 Hz), 6.86-6.87 (d, 1H, J=4 Hz), 6.92-6.96 (t, 1H, J=8 Hz), 6.99-7.01 (d, 1H, J=8 Hz), 7.37-7.41 (t, 1H, J=8 Hz), 7.54-7.56 (d, 1H, J=8 Hz), 8.72-8.73 (d, 1H, J=4 Hz).

Sources & evidence

ORD record
ord-3d0ec1991c58421ab0a00634661b6e52
Source dataset
uspto-grants-2015_05
Patent number
US09034877B2

Reaction notes

Loading…