O-Toluidine → 17-[2-Ethoxy-8-methylquinolin-4-yloxy]-13-methyl-2,14-dioxo-3,13-diazatricyclo[13.3.0.04,6]octadec-7-ene-4-carboxylic acid

HRID 2203476Notes

Reaction equation

HRID 2203476 reaction equation
CC1C=CC=CC=1N.[CH2:9]([O:11][C:12]1[CH:21]=[C:20]([O:22][CH:23]2[CH2:40][CH:39]3[CH:25]([C:26](=[O:46])[N:27]([CH3:45])[CH2:28][CH2:29][CH2:30][CH2:31][CH:32]=[CH:33][CH:34]4[C:36]([C:42]([OH:44])=[O:43])([NH:37][C:38]3=[O:41])[CH2:35]4)[CH2:24]2)[C:19]2[C:14](=[C:15]([CH3:49])[C:16](OC)=[CH:17][CH:18]=2)[N:13]=1)[CH3:10]>>[CH2:9]([O:11][C:12]1[CH:21]=[C:20]([O:22][CH:23]2[CH2:40][CH:39]3[CH:25]([C:26](=[O:46])[N:27]([CH3:45])[CH2:28][CH2:29][CH2:30][CH2:31][CH:32]=[CH:33][CH:34]4[C:36]([C:42]([OH:44])=[O:43])([NH:37][C:38]3=[O:41])[CH2:35]4)[CH2:24]2)[C:19]2[C:14](=[C:15]([CH3:49])[CH:16]=[CH:17][CH:18]=2)[N:13]=1)[CH3:10]

Participants

3

Reactant 2

HCID 7242O-ToluidineHCID 6869453817-[2-Ethoxy-7-methoxy-8-methylquinolin-4-yloxy]-13-methyl-2,14-dioxo-3,13-diazatricyclo[13.3.0.04,6]octadec-7-ene-4-carboxylic acid

Product 1

HCID 6869450817-[2-Ethoxy-8-methylquinolin-4-yloxy]-13-methyl-2,14-dioxo-3,13-diazatricyclo[13.3.0.04,6]octadec-7-ene-4-carboxylic acid

Procedure

The title compound (12) was prepared from 2-methylaniline following the procedure (Steps A-J) reported for synthesis of 17-[2-ethoxy-7-methoxy-8-methylquinolin-4-yloxy]-13-methyl-2,14-dioxo-3,13-diazatricyclo[13.3.0.04,6]octadec-7-ene-4-carboxylic acid (2): m/z=536 (M+H)+.

Sources & evidence

ORD record
ord-d903bdfc0b7642dc8251a2d0b3496889
Source dataset
uspto-grants-2016_06
Patent number
US09365582B2

Reaction notes

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