17-[7-Methoxy-8-methyl-2-(thiazol-2-yl)quinolin-4-yloxy]-13-methyl-2,14-dioxo-3,13-diazatricyclo[13.3.0.04,6]octadec-7-ene-4-carboxylic acid → 17-[2-(3,5-Dimethylpyrazol-1-yl)-7-methoxy-8-methylquinolin-4-yloxy]-13-methyl-2,14-dioxo-3,13-diazatricyclo[13.3.0.04,6]octadec-7-ene-4-carboxylic acid

HRID 402192Notes

Reaction equation

HRID 402192 reaction equation
[OH:1][C:2]1[C:11]2[C:6](=[C:7]([CH3:14])[C:8]([O:12][CH3:13])=[CH:9][CH:10]=2)[N:5]=[C:4]([N:15]2[C:19]([CH3:20])=[CH:18][C:17]([CH3:21])=[N:16]2)[CH:3]=1.COC1C(C)=C2C(C(O[CH:41]3[CH2:58][CH:57]4[CH:43]([C:44](=[O:64])[N:45]([CH3:63])[CH2:46][CH2:47][CH2:48][CH2:49][CH:50]=[CH:51][CH:52]5[C:54]([C:60]([OH:62])=[O:61])([NH:55][C:56]4=[O:59])[CH2:53]5)[CH2:42]3)=CC(C3SC=CN=3)=N2)=CC=1>>[CH3:21][C:17]1[CH:18]=[C:19]([CH3:20])[N:15]([C:4]2[CH:3]=[C:2]([O:1][CH:41]3[CH2:58][CH:57]4[CH:43]([C:44](=[O:64])[N:45]([CH3:63])[CH2:46][CH2:47][CH2:48][CH2:49][CH:50]=[CH:51][CH:52]5[C:54]([C:60]([OH:62])=[O:61])([NH:55][C:56]4=[O:59])[CH2:53]5)[CH2:42]3)[C:11]3[C:6](=[C:7]([CH3:14])[C:8]([O:12][CH3:13])=[CH:9][CH:10]=3)[N:5]=2)[N:16]=1

Participants

3

Reactant 2

HCID 6687080717-[7-Methoxy-8-methyl-2-(thiazol-2-yl)quinolin-4-yloxy]-13-methyl-2,14-dioxo-3,13-diazatricyclo[13.3.0.04,6]octadec-7-ene-4-carboxylic acidHCID 178487714HCID 178487714, compound

Product 1

HCID 6687117417-[2-(3,5-Dimethylpyrazol-1-yl)-7-methoxy-8-methylquinolin-4-yloxy]-13-methyl-2,14-dioxo-3,13-diazatricyclo[13.3.0.04,6]octadec-7-ene-4-carboxylic acid

Procedure

The title compound was prepared from 4-hydroxy-2-(3,5-dimethylpyrazol-1-yl)-7-methoxy-8-methylquinoline (129) and intermediate 26 following the procedure (Step D-F) reported for the preparation of 17-[7-methoxy-8-methyl-2-(thiazol-2-yl)quinolin-4-yloxy]-13-methyl-2,14-dioxo-3,13-diazatricyclo[13.3.0.04,6]octadec-7-ene-4-carboxylic acid (29): m/z=616 (M+H)+.

Sources & evidence

ORD record
ord-8a31dbe0c9f04524b0ef30c1a4bbd885
Source dataset
uspto-grants-2014_06
Patent number
US08741926B2

Reaction notes

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