1-(3-Chloropropyl)-4-methylpiperazine dihydrochloride → (5Z)-5-[(1-{[4-Chloro-2-(trifluoromethyl)phenyl]methyl}-1H-indol-5-yl)methylidene]-3-[3-(4-methylpiperazin-1-yl)propyl]-1,3-thiazolidine-2,4-dione

HRID 2400870Notes

Reaction equation

HRID 2400870 reaction equation
[Cl:1][C:2]1[CH:25]=[CH:24][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12](/[CH:16]=[C:17]4/[C:18](=[O:23])[NH:19][C:20](=[O:22])[S:21]/4)=[CH:13][CH:14]=3)[CH:9]=[CH:8]2)=[C:4]([C:26]([F:29])([F:28])[F:27])[CH:3]=1.Cl.Cl.Cl[CH2:33][CH2:34][CH2:35][N:36]1[CH2:41][CH2:40][N:39]([CH3:42])[CH2:38][CH2:37]1>>[Cl:1][C:2]1[CH:25]=[CH:24][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12](/[CH:16]=[C:17]4/[C:18](=[O:23])[N:19]([CH2:33][CH2:34][CH2:35][N:36]5[CH2:41][CH2:40][N:39]([CH3:42])[CH2:38][CH2:37]5)[C:20](=[O:22])[S:21]/4)=[CH:13][CH:14]=3)[CH:9]=[CH:8]2)=[C:4]([C:26]([F:29])([F:27])[F:28])[CH:3]=1

Participants

3

Reactant 2

HCID 30140681-(3-Chloropropyl)-4-methylpiperazine dihydrochlorideHCID 86659631(5Z)-5-({1-[4-chloro-2-(trifluoromethyl)-benzyl]-1H-indol-5-yl}methylidene)-2,4-dioxo-1,3-thiazolidine

Product 1

HCID 58530591(5Z)-5-[(1-{[4-Chloro-2-(trifluoromethyl)phenyl]methyl}-1H-indol-5-yl)methylidene]-3-[3-(4-methylpiperazin-1-yl)propyl]-1,3-thiazolidine-2,4-dione

Procedure

(5Z)-5-[(1-{[4-Chloro-2-(trifluoromethyl)phenyl]methyl}-1H-indol-5-yl)methylidene]-3-[3-(4-methylpiperazin-1-yl)propyl]-1,3-thiazolidine-2,4-dione was prepared from [(5Z)-5-({1-[4-chloro-2-(trifluoromethyl)-benzyl]-1H-indol-5-yl}methylidene)-2,4-dioxo-1,3-thiazolidine (from Example 243) and 4-(3-chloropropyl)-1-methylpiperazine dihydrochloride following General Procedure H.

Sources & evidence

ORD record
ord-d7764aa976a44f2f94735a9f28d035bd
Source dataset
uspto-grants-2014_08
Patent number
US08796256B2

Reaction notes

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