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 → HCID 75050637, compound

HRID 1669551Notes

Reaction equation

HRID 1669551 reaction equation
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:12][CH3:13])=[CH:9][CH:10]=2)[N:5]=[C:4]([C:14]2[N:15]=[C:16]([NH:19][CH:20]([CH3:22])[CH3:21])[S:17][CH:18]=2)[CH:3]=1.C(C1N=C(C2C=C(O[CH:42]3[CH2:60][CH:59]4[N:44]([C:45](=[O:65])[CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH:52]=[CH:53][CH:54]5[C:56]([C:62]([OH:64])=[O:63])([NH:57][C:58]4=[O:61])[CH2:55]5)[CH2:43]3)C3C(=CC(OC)=CC=3)N=2)SC=1)(C)C>>[CH:20]([NH:19][C:16]1[S:17][CH:18]=[C:14]([C:4]2[CH:3]=[C:2]([O:1][CH:42]3[CH2:60][CH:59]4[N:44]([C:45](=[O:65])[CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH:52]=[CH:53][CH:54]5[C:56]([C:62]([OH:64])=[O:63])([NH:57][C:58]4=[O:61])[CH2:55]5)[CH2:43]3)[C:11]3[C:6](=[CH:7][C:8]([O:12][CH3:13])=[CH:9][CH:10]=3)[N:5]=2)[N:15]=1)([CH3:22])[CH3:21]

Participants

3

Procedure

The title compound was prepared from 4-hydroxy-2-[2-(isopropylamino)thiazol-4-yl]-7-methoxyquinoline 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=648 (M+H)+. 1H NMR (CDCl3): 1.01-1.41 (m, 12H), 1.81-1.95 (m, 3H), 2.11-2.30 (m, 3H), 2.43 (m, 1H), 2.55 (m, 1H), 2.91 (m, 1H), 3.47 (m, 2H), 3.60 (m, 1H), 3.94 (s, 3H), 4.27 (M, 1H), 4.78 (d, J=8.0 Hz, 1H), 5.52-5.70 (m, 3H), 7.10 (d, 1H, J=8.6 Hz), 7.32 (s, 1H), 7.45-7.52 (m, 2H), 7.96 (d, 1H, J=8.6 Hz), 9.5 (s, 1H).

Sources & evidence

ORD record
ord-a36ab207c4c942afb27d1fe255846ec6
Source dataset
uspto-grants-2011_08
Patent number
US07989471B2

Reaction notes

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