N-[[18-[2-[4-(isopropyl)thiazol-2-yl]-7-methoxyquinolin-4-yloxy]-2,15-dioxo-3,16-diazatricyclo[14.3.0.04,6]nonadec-7-en-4-yl]carbonyl](cyclopropyl)sulfonamide → HCID 67319996, compound

HRID 1669563Notes

Reaction equation

HRID 1669563 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([O:18][CH:19]3[CH2:37][CH:36]4[N:21]([C:22](=[O:42])[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH:29]=[CH:30][CH:31]5[C:33]([C:39]([OH:41])=O)([NH:34][C:35]4=[O:38])[CH2:32]5)[CH2:20]3)=[CH:8][C:9]([C:13]3[N:14]=[CH:15][S:16][CH:17]=3)=[N:10]2)=[CH:5][CH:4]=1.C(C1N=C(C2C=C(OC3CC4N(C(=O)CCCCCCC=CC5C(C([NH:84][S:85]([CH:88]6[CH2:90][CH2:89]6)(=[O:87])=[O:86])=O)(NC4=O)C5)C3)C3C(=CC(OC)=CC=3)N=2)SC=1)(C)C>>[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([O:18][CH:19]3[CH2:37][CH:36]4[N:21]([C:22](=[O:42])[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH:29]=[CH:30][CH:31]5[C:33]([C:39]([NH:84][S:85]([CH:88]6[CH2:90][CH2:89]6)(=[O:87])=[O:86])=[O:41])([NH:34][C:35]4=[O:38])[CH2:32]5)[CH2:20]3)=[CH:8][C:9]([C:13]3[N:14]=[CH:15][S:16][CH:17]=3)=[N:10]2)=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 67318810N-[[18-[2-[4-(isopropyl)thiazol-2-yl]-7-methoxyquinolin-4-yloxy]-2,15-dioxo-3,16-diazatricyclo[14.3.0.04,6]nonadec-7-en-4-yl]carbonyl](cyclopropyl)sulfonamideHCID 67320290HCID 67320290, compound

Product 1

HCID 67319996HCID 67319996, compound

Procedure

The title compound was prepared from 18-[7-methoxy-2-(thiazol-4-yl)quinolin-4-yloxy]-2,15-dioxo-3,16-diazatricyclo[14.3.0.04,6]nonadec-7-ene-4-carboxylic acid (35) following the procedure reported for synthesis of N-[[18-[2-[4-(isopropyl)thiazol-2-yl]-7-methoxyquinolin-4-yloxy]-2,15-dioxo-3,16-diazatricyclo[14.3.0.04,6]nonadec-7-en-4-yl]carbonyl](cyclopropyl)sulfonamide 11: m/z=694 (M+H)+. 1H NMR (CDCl3): 0.80-1.55 (m, 13H), 1.80-1.98 (m, 3H), 2.19-2.28 (m, 1H), 2.30-2.40 (m, 1H), 2.47-2.62 (m, 2H), 2.63-2.75 (m, 2H), 2.88-2.96 (m, 1H), 3.97 (9s, 3H), 4.02 (d, J=11.5 Hz, 1H), 4.11 (dd, J=11.4 Hz, J=3.8 Hz, 1H), 4.60 (t, J=7.9 Hz, 1H), 5.00 (t, J=9.5 Hz, 1H), 5.49 (br s, 1H), 5.70-5.77 (m, 1H), 6.68 (s, 1H), 7.12 (dd, J=2.5 Hz, J=9.1 Hz, 1H), 7.40 (d, J=2.4 Hz, 1H), 7.59 (s, 1H), 7.96 (d, J=9.1 Hz, 1H), 8.35 (d, J=2.1 Hz, 1H), 8.94 (d, J=2.1 Hz, 1H), 9.2 (br s, 1H).

Sources & evidence

ORD record
ord-68f5eed8e2214afd9dc98a530c097411
Source dataset
uspto-grants-2011_08
Patent number
US07989471B2

Reaction notes

Loading…