1-Methylpiperazine → (4R)-1-(5-chloro-3-{2-methoxy-5-[2-(4-methylpiperazin-1-yl)ethyl]phenyl}-1-{[4-methoxy-2-(tr ifluoromethoxy)phenyl]sulfonyl}-2-oxo-2,3-dihydro-1H-indol-3-yl)-4-hydroxy-N,N-dimethyl-L-prolinamide

HRID 1662760Notes

Reaction equation

HRID 1662760 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([S:11]([C:14]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][C:15]=1[O:22][C:23]([F:26])([F:25])[F:24])(=[O:13])=[O:12])[C:6](=[O:27])[C:5]2([N:39]1[CH2:48][C@H:47]([OH:49])[CH2:46][C@H:40]1[C:41]([N:43]([CH3:45])[CH3:44])=[O:42])[C:28]1[CH:33]=[C:32]([CH2:34][CH:35]=O)[CH:31]=[CH:30][C:29]=1[O:37][CH3:38].[CH3:50][N:51]1[CH2:56][CH2:55][NH:54][CH2:53][CH2:52]1>>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([S:11]([C:14]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][C:15]=1[O:22][C:23]([F:25])([F:26])[F:24])(=[O:12])=[O:13])[C:6](=[O:27])[C:5]2([N:39]1[CH2:48][C@H:47]([OH:49])[CH2:46][C@H:40]1[C:41]([N:43]([CH3:45])[CH3:44])=[O:42])[C:28]1[CH:33]=[C:32]([CH2:34][CH2:35][N:54]2[CH2:55][CH2:56][N:51]([CH3:50])[CH2:52][CH2:53]2)[CH:31]=[CH:30][C:29]=1[O:37][CH3:38]

Participants

3

Reactant 2

HCID 531671-MethylpiperazineHCID 59867806HCID 59867806, compound

Product 1

HCID 59867814(4R)-1-(5-chloro-3-{2-methoxy-5-[2-(4-methylpiperazin-1-yl)ethyl]phenyl}-1-{[4-methoxy-2-(tr ifluoromethoxy)phenyl]sulfonyl}-2-oxo-2,3-dihydro-1H-indol-3-yl)-4-hydroxy-N,N-dimethyl-L-prolinamide

Procedure

With 500 mg of the compound obtained in Example 219 and 1-methylpiperazine (0.17 ml) as starting material, 287 mg of the title compound (light yellow amorphous) was obtained by a similar method to Example 220.

Sources & evidence

ORD record
ord-c14c424d5ab2400980425f012ac535af
Source dataset
uspto-grants-2011_10
Patent number
US08030499B2

Reaction notes

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