18-[2-[4-(Isopropyl)thiazol-2-yl]-7-methoxyquinolin-4-yloxy]-2,15-dioxo-3,16-diazatricyclo[14.3.0.04,6]nonadec-7-ene-4-carboxylic acid → 18-[8-Bromo-7-methoxy-2-(thiazol-2-yl)quinolin-4-yloxy]-2,15-dioxo-3,16-diazatricyclo[14.3.0.04,6]nonadec-7-ene-4-carboxylic acid

HRID 1669564Notes

Reaction equation

HRID 1669564 reaction equation
[Br:1][C:2]1[C:3]([O:18][CH3:19])=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[C:9]([C:12]1[S:13][CH:14]=[CH:15][N:16]=1)[CH:8]=[C:7]2[OH:17].C(C1N=C(C2C=C(O[CH:39]3[CH2:57][CH:56]4[N:41]([C:42](=[O:62])[CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH:49]=[CH:50][CH:51]5[C:53]([C:59]([OH:61])=[O:60])([NH:54][C:55]4=[O:58])[CH2:52]5)[CH2:40]3)C3C(=CC(OC)=CC=3)N=2)SC=1)(C)C>>[Br:1][C:2]1[C:3]([O:18][CH3:19])=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[C:9]([C:12]1[S:13][CH:14]=[CH:15][N:16]=1)[CH:8]=[C:7]2[O:17][CH:39]1[CH2:57][CH:56]2[N:41]([C:42](=[O:62])[CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH:49]=[CH:50][CH:51]3[C:53]([C:59]([OH:61])=[O:60])([NH:54][C:55]2=[O:58])[CH2:52]3)[CH2:40]1

Participants

3

Procedure

The title compound was prepared from 8-bromo-4-hydroxy-7-methoxy-2-(thiazol-2-yl)quinoline (40) and intermediate 7 following the procedure (Step F-H) reported for 18-[2-[4-(isopropyl)thiazol-2-yl]-7-methoxyquinolin-4-yloxy]-2,15-dioxo-3,16-diazatricyclo[14.3.0.04,6]nonadec-7-ene-4-carboxylic acid 10: m/z=670 (M+H)+.

Sources & evidence

ORD record
ord-34681879ddb048fc86ffe6ac3934311b
Source dataset
uspto-grants-2011_08
Patent number
US07989471B2

Reaction notes

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