2-Bromo-3-methoxyaniline → 17-[8-Bromo-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 476137Notes

Reaction equation

HRID 476137 reaction equation
[Br:1][C:2]1[C:8]([O:9][CH3:10])=[CH:7][CH:6]=[CH:5][C:3]=1[NH2:4].[CH2:11]([O:13][C:14]1[CH:23]=[C:22]([O:24][CH:25]2[CH2:42][CH:41]3[CH:27]([C:28](=[O:48])[N:29]([CH3:47])[CH2:30][CH2:31][CH2:32][CH2:33][CH:34]=[CH:35][CH:36]4[C:38]([C:44]([OH:46])=[O:45])([NH:39][C:40]3=[O:43])[CH2:37]4)[CH2:26]2)C2C(=C(C)C(OC)=CC=2)N=1)[CH3:12]>>[Br:1][C:2]1[C:8]([O:9][CH3:10])=[CH:7][CH:6]=[C:5]2[C:3]=1[N:4]=[C:14]([O:13][CH2:11][CH3:12])[CH:23]=[C:22]2[O:24][CH:25]1[CH2:42][CH:41]2[CH:27]([C:28](=[O:48])[N:29]([CH3:47])[CH2:30][CH2:31][CH2:32][CH2:33][CH:34]=[CH:35][CH:36]3[C:38]([C:44]([OH:46])=[O:45])([NH:39][C:40]2=[O:43])[CH2:37]3)[CH2:26]1

Participants

3

Reactant 2

HCID 109105752-Bromo-3-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 6869199217-[8-Bromo-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 (6) was prepared from 2-bromo-3-methoxyaniline following the procedure (Steps A-J) reported for synthesis of 17-[2-ethoxy-7-methoxy-8-methyl-quinolin-4-yloxy]-13-methyl-2,14-dioxo-3,13-diazatricyclo[13.3.0.04,6]octadec-7-ene-4-carboxylic acid (2): m/z=631 (M+H)+.

Sources & evidence

ORD record
ord-8909489f6e564bf48c555ebf34154248
Source dataset
uspto-grants-2014_01
Patent number
US08637663B2

Reaction notes

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