N-[17-[2-ethoxy-7-methoxy-8-methylquinolin-4-yloxy]-13-methyl-2,14-dioxo-3,13-diazatricyclo[13.3.0.04,6]octadec-7-ene-4-carbonyl] (cyclo-propyl)sulfonamide → N-[17-[8-ethoxy[1,3]dioxolo[4,5-h]quinolin-6-yloxy]-13-methyl-2,14-dioxo-3,13-diazatricyclo[13.3.0.04,6]octadec-7-ene-4-carbonyl]-(cyclo-propyl)sulfonamide

HRID 2203479Notes

Reaction equation

HRID 2203479 reaction equation
[CH2:1]([O:3][C:4]1[CH:13]=[C:12]([O:14][CH:15]2[CH2:32][CH:31]3[CH:17]([C:18](=[O:38])[N:19]([CH3:37])[CH2:20][CH2:21][CH2:22][CH2:23][CH:24]=[CH:25][CH:26]4[C:28]([C:34]([OH:36])=O)([NH:29][C:30]3=[O:33])[CH2:27]4)[CH2:16]2)[C:11]2[CH:10]=[CH:9][C:8]3[O:39][CH2:40][O:41][C:7]=3[C:6]=2[N:5]=1)[CH3:2].C(OC1C=C(OC2CC3C(C(=O)N(C)CCCCC=CC4C(C([NH:77][S:78]([CH:81]5[CH2:83][CH2:82]5)(=[O:80])=[O:79])=O)(NC3=O)C4)C2)C2C(=C(C)C(OC)=CC=2)N=1)C>>[CH2:1]([O:3][C:4]1[CH:13]=[C:12]([O:14][CH:15]2[CH2:32][CH:31]3[CH:17]([C:18](=[O:38])[N:19]([CH3:37])[CH2:20][CH2:21][CH2:22][CH2:23][CH:24]=[CH:25][CH:26]4[C:28]([C:34]([NH:77][S:78]([CH:81]5[CH2:83][CH2:82]5)(=[O:80])=[O:79])=[O:36])([NH:29][C:30]3=[O:33])[CH2:27]4)[CH2:16]2)[C:11]2[CH:10]=[CH:9][C:8]3[O:39][CH2:40][O:41][C:7]=3[C:6]=2[N:5]=1)[CH3:2]

Participants

3

Reactant 2

HCID 68696188N-[17-[2-ethoxy-7-methoxy-8-methylquinolin-4-yloxy]-13-methyl-2,14-dioxo-3,13-diazatricyclo[13.3.0.04,6]octadec-7-ene-4-carbonyl] (cyclo-propyl)sulfonamideHCID 6869874917-[8-Ethoxy[1,3]dioxolo[4,5-h]quinolin-6-yloxy]-13-methyl-2,14-dioxo-3,13-diazatricyclo[13.3.0.04,6]octadec-7-ene-4-carboxylic acid

Product 1

HCID 74348601N-[17-[8-ethoxy[1,3]dioxolo[4,5-h]quinolin-6-yloxy]-13-methyl-2,14-dioxo-3,13-diazatricyclo[13.3.0.04,6]octadec-7-ene-4-carbonyl]-(cyclo-propyl)sulfonamide

Procedure

The title compound (15) was prepared from 17-[8-ethoxy[1,3]dioxolo[4,5-h]quinolin-6-yloxy]-13-methyl-2,14-dioxo-3,13-diazatricyclo[13.3.0.04,6]octadec-7-ene-4-carboxylic acid (14) following the procedure reported for synthesis of N-[17-[2-ethoxy-7-methoxy-8-methylquinolin-4-yloxy]-13-methyl-2,14-dioxo-3,13-diazatricyclo[13.3.0.04,6]octadec-7-ene-4-carbonyl](cyclopropyl)sulfonamide (3): m/z=669 (M+H)+.

Sources & evidence

ORD record
ord-6361af47ccb24385b11fdfb3010c94a5
Source dataset
uspto-grants-2016_06
Patent number
US09365582B2

Reaction notes

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