L-Proline → 17-[2-(4-Isopropylthiazol-2-yl)-7-methoxy-8-methylquinolin-4-yloxy]-2,14-dioxo-3,15-diazatricyclo[13.3.0.04,6]octadec-7-ene-4-carboxylic acid

HRID 1669581Notes

Reaction equation

HRID 1669581 reaction equation
O[C:2]1C2C(=CC(OC)=CC=2)N=C(C2SC=C(C(C)C)N=2)C=1.C(O)(=O)CCCCCC=C.N1CCC[C@H]1C(O)=O.[CH:40]([C:43]1[N:44]=[C:45]([C:48]2[CH:57]=[C:56]([O:58][CH:59]3[CH2:77][CH:76]4[N:61]([C:62](=[O:82])C[CH2:64][CH2:65][CH2:66][CH2:67][CH2:68][CH:69]=[CH:70][CH:71]5[C:73]([C:79]([OH:81])=[O:80])([NH:74][C:75]4=[O:78])[CH2:72]5)[CH2:60]3)[C:55]3[C:50](=[CH:51][C:52]([O:83][CH3:84])=[CH:53][CH:54]=3)[N:49]=2)[S:46][CH:47]=1)([CH3:42])[CH3:41]>>[CH:40]([C:43]1[N:44]=[C:45]([C:48]2[CH:57]=[C:56]([O:58][CH:59]3[CH2:77][CH:76]4[N:61]([C:62](=[O:82])[CH2:64][CH2:65][CH2:66][CH2:67][CH2:68][CH:69]=[CH:70][CH:71]5[C:73]([C:79]([OH:81])=[O:80])([NH:74][C:75]4=[O:78])[CH2:72]5)[CH2:60]3)[C:55]3[C:50](=[C:51]([CH3:2])[C:52]([O:83][CH3:84])=[CH:53][CH:54]=3)[N:49]=2)[S:46][CH:47]=1)([CH3:42])[CH3:41]

Participants

5

Reactant 4

HCID 145742L-ProlineHCID 5439777-Octenoic acidHCID 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 178487691HCID 178487691, compound

Product 1

HCID 6731895317-[2-(4-Isopropylthiazol-2-yl)-7-methoxy-8-methylquinolin-4-yloxy]-2,14-dioxo-3,15-diazatricyclo[13.3.0.04,6]octadec-7-ene-4-carboxylic acid

Procedure

The title compound was prepared from 4-hydroxy-2-(4-isopropylthiazol-2-yl)-7-methoxyquinoline, oct-7-enoic acid and intermediate 5 following the procedure (Step D-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=619 (M+H)+.

Sources & evidence

ORD record
ord-44aa49b3148b4e28a99f8ff585c687ab
Source dataset
uspto-grants-2011_08
Patent number
US07989471B2

Reaction notes

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