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-Chloro-2-(4-isopropylthiazol-2-yl)-7-methoxyquinolin-4-yloxy]-14,14-dimethyl-2,15-dioxo-3,16-diazatricyclo[14.3.0.04,6]nonadec-7-ene-4-carboxylic acid

HRID 1669573Notes

Reaction equation

HRID 1669573 reaction equation
C([O:3][C:4]([C:6]1([NH:11][C:12]([CH:14]2[CH2:18][CH:17]([O:19][C:20]3[C:29]4[C:24](=[C:25]([Cl:32])[C:26]([O:30][CH3:31])=[CH:27][CH:28]=4)[N:23]=[C:22]([C:33]4[S:34][CH:35]=[C:36]([CH:38]([CH3:40])[CH3:39])[N:37]=4)[CH:21]=3)[CH2:16][N:15]2[C:41](=[O:52])[C:42]([CH3:51])([CH3:50])[CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH:48]=[CH2:49])=[O:13])[CH2:8][CH:7]1C=C)=[O:5])C.C(C1N=C(C2C=C(OC3CC4N(C(=O)CCCCCCC=CC5C(C(O)=O)(NC4=O)C5)C3)C3C(=CC(OC)=CC=3)N=2)SC=1)(C)C>>[Cl:32][C:25]1[C:26]([O:30][CH3:31])=[CH:27][CH:28]=[C:29]2[C:24]=1[N:23]=[C:22]([C:33]1[S:34][CH:35]=[C:36]([CH:38]([CH3:39])[CH3:40])[N:37]=1)[CH:21]=[C:20]2[O:19][CH:17]1[CH2:18][CH:14]2[N:15]([C:41](=[O:52])[C:42]([CH3:51])([CH3:50])[CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH:48]=[CH:49][CH:8]3[C:6]([C:4]([OH:3])=[O:5])([NH:11][C:12]2=[O:13])[CH2:7]3)[CH2:16]1

Participants

3

Reactant 2

HCID 6731968518-[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 acidHCID 673197771-[[4-[8-Chloro-2-(4-isopropylthiazol-2-yl)-7-methoxyquinolin-4-yloxy]-1-(2,2-dimethylnon-8-enoyl)pyrrolidine-2-carbonyl]amino]-2-vinylcyclopropanecarboxylic acid ethyl ester

Product 1

HCID 6732014618-[8-Chloro-2-(4-isopropylthiazol-2-yl)-7-methoxyquinolin-4-yloxy]-14,14-dimethyl-2,15-dioxo-3,16-diazatricyclo[14.3.0.04,6]nonadec-7-ene-4-carboxylic acid

Procedure

The title compound was prepared from 1-[[4-[8-chloro-2-(4-isopropylthiazol-2-yl)-7-methoxyquinolin-4-yloxy]-1-(2,2-dimethylnon-8-enoyl)pyrrolidine-2-carbonyl]amino]-2-vinylcyclopropanecarboxylic acid ethyl ester (53) following the procedure (Steps G and 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=695 (M+H)+.

Sources & evidence

ORD record
ord-d38687d4501f4d369841a2b56136ba73
Source dataset
uspto-grants-2011_08
Patent number
US07989471B2

Reaction notes

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