3-(ethylthio)-5-fluoro-3-(2-hydroxyethyl)-1,3-dihydro-2(2H)-indolone → 3-(Ethylthio)-5-fluoro-3-{2-[4-(7-methoxy-1,2,3,4-tetrahydro-1-naphthyl)-1-piperazinyl]ethyl}-1,3-dihydro-2(2H)-indolone

HRID 1085402Notes

Reaction equation

HRID 1085402 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH2:7][CH2:8][CH2:9][CH:10]2[N:13]2[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]2)=[CH:5][CH:4]=1.[CH2:19]([S:21][C:22]1([CH2:33][CH2:34]O)[C:30]2[C:25](=[CH:26][CH:27]=[C:28]([F:31])[CH:29]=2)[NH:24][C:23]1=[O:32])[CH3:20]>>[CH2:19]([S:21][C:22]1([CH2:33][CH2:34][N:16]2[CH2:15][CH2:14][N:13]([CH:10]3[C:11]4[C:6](=[CH:5][CH:4]=[C:3]([O:2][CH3:1])[CH:12]=4)[CH2:7][CH2:8][CH2:9]3)[CH2:18][CH2:17]2)[C:30]2[C:25](=[CH:26][CH:27]=[C:28]([F:31])[CH:29]=2)[NH:24][C:23]1=[O:32])[CH3:20]

Participants

3

Reactant 2

HCID 146011673-(ethylthio)-5-fluoro-3-(2-hydroxyethyl)-1,3-dihydro-2(2H)-indoloneHCID 14601169(7-Methoxytetralin-1-yl)piperazine

Product 1

HCID 146011703-(Ethylthio)-5-fluoro-3-{2-[4-(7-methoxy-1,2,3,4-tetrahydro-1-naphthyl)-1-piperazinyl]ethyl}-1,3-dihydro-2(2H)-indolone

Conditions

Temperature
110 °C

Procedure

A mixture of 8.1 g (0.0328 mole) of 1-(7-methoxy-1,2,3,4-tetrahydro-1-naphthyl)piperazine and 6.7 g (0.0164 mole) of 3-(ethylthio)-5-fluoro-3-(2-hydroxyethyl)-1,3-dihydro-2(2H)-indolone is heated to 110° C. for 1 hour.

Sources & evidence

ORD record
ord-0ea5c0200e5440eab6e321bc11418ee2
Source dataset
uspto-grants-1991_04
Patent number
US05010079

Reaction notes

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