1-(3-(Trifluoromethyl)phenyl)piperazine → 2,7-Bis-[3-[4-(3-trifluoromethyl-phenyl)-piperazin-1-yl]-propionyl]-xanthene

HRID 988870Notes

Reaction equation

HRID 988870 reaction equation
Cl[CH2:2][CH2:3][C:4]([C:6]1[CH:19]=[CH:18][C:17]2[O:16][C:15]3[C:10](=[CH:11][C:12]([C:20](=[O:24])[CH2:21][CH2:22]Cl)=[CH:13][CH:14]=3)[CH2:9][C:8]=2[CH:7]=1)=[O:5].[F:25][C:26]([F:40])([F:39])[C:27]1[CH:28]=[C:29]([N:33]2[CH2:38][CH2:37][NH:36][CH2:35][CH2:34]2)[CH:30]=[CH:31][CH:32]=1>>[F:40][C:26]([F:25])([F:39])[C:27]1[CH:28]=[C:29]([N:33]2[CH2:38][CH2:37][N:36]([CH2:2][CH2:3][C:4]([C:6]3[CH:19]=[CH:18][C:17]4[O:16][C:15]5[C:10](=[CH:11][C:12]([C:20](=[O:24])[CH2:21][CH2:22][N:36]6[CH2:35][CH2:34][N:33]([C:29]7[CH:30]=[CH:31][CH:32]=[C:27]([C:26]([F:39])([F:40])[F:25])[CH:28]=7)[CH2:38][CH2:37]6)=[CH:13][CH:14]=5)[CH2:9][C:8]=4[CH:7]=3)=[O:5])[CH2:35][CH2:34]2)[CH:30]=[CH:31][CH:32]=1

Participants

3

Reactant 2

HCID 42961-(3-(Trifluoromethyl)phenyl)piperazineHCID 123402792,7-Bis(3-chloropropionyl)xanthene

Product 1

HCID 102838952,7-Bis-[3-[4-(3-trifluoromethyl-phenyl)-piperazin-1-yl]-propionyl]-xanthene

Procedure

Prepared from compound 17 and 4-(3-trifluoromethyl-phenyl)-piperazine according to General Procedure C to give a solid. Mp 155-157° C. 1H NMR (CDCl3, 400 MHz) δ7.92-7.88 (m, 4H), 7.39 (t, J=8.8 Hz, 2H), 7.17-7.13 (m, 6H), 7.07 (dd, J=8.8, 2.0 Hz, 2H), 4.17 (s, 2H), 3.53-3.04 (m, 24H). Anal. (C41H40F6N4O3).

Workup

  1. customto give a solid

Sources & evidence

ORD record
ord-c57f3fd8dcf346529488ca947fbd7a0c
Source dataset
uspto-grants-2003_10
Patent number
US06635786B2

Reaction notes

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