3-Methoxyaniline → 17-[2-Ethoxy-7-methoxyquinolin-4-yloxy]-13-methyl-2,14-dioxo-3,13-diazatricyclo[13.3.0.04,6]octadec-7-ene-4-carboxylic acid

HRID 2203468Notes

Reaction equation

HRID 2203468 reaction equation
COC1C=C(C=CC=1)N.[CH2:10]([O:12][C:13]1[CH:22]=[C:21]([O:23][CH:24]2[CH2:41][CH:40]3[CH:26]([C:27](=[O:47])[N:28]([CH3:46])[CH2:29][CH2:30][CH2:31][CH2:32][CH:33]=[CH:34][CH:35]4[C:37]([C:43]([OH:45])=[O:44])([NH:38][C:39]3=[O:42])[CH2:36]4)[CH2:25]2)[C:20]2[C:15](=[C:16](C)[C:17]([O:48][CH3:49])=[CH:18][CH:19]=2)[N:14]=1)[CH3:11]>>[CH2:10]([O:12][C:13]1[CH:22]=[C:21]([O:23][CH:24]2[CH2:41][CH:40]3[CH:26]([C:27](=[O:47])[N:28]([CH3:46])[CH2:29][CH2:30][CH2:31][CH2:32][CH:33]=[CH:34][CH:35]4[C:37]([C:43]([OH:45])=[O:44])([NH:38][C:39]3=[O:42])[CH2:36]4)[CH2:25]2)[C:20]2[C:15](=[CH:16][C:17]([O:48][CH3:49])=[CH:18][CH:19]=2)[N:14]=1)[CH3:11]

Participants

3

Reactant 2

HCID 108243-MethoxyanilineHCID 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 6869226917-[2-Ethoxy-7-methoxyquinolin-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 (4) was prepared from 3-methoxyaniline 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=552 (M+H)+.

Sources & evidence

ORD record
ord-aa2bf4dcb9894248b68aff5e291f4560
Source dataset
uspto-grants-2016_06
Patent number
US09365582B2

Reaction notes

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