1-(2-Chlorophenyl)piperazine → HCID 69518959, compound

HRID 1831258Notes

Reaction equation

HRID 1831258 reaction equation
Cl[C:2]([O:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][C:12]2[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][N:13]=2)=[CH:7][CH:6]=1)=[O:3].[Cl:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[N:29]1[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]1>>[F:19][C:18]([F:21])([F:20])[C:15]1[CH:16]=[CH:17][C:12]([O:11][C:8]2[CH:9]=[CH:10][C:5]([O:4][C:2]([N:32]3[CH2:31][CH2:30][N:29]([C:24]4[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=4[Cl:22])[CH2:34][CH2:33]3)=[O:3])=[CH:6][CH:7]=2)=[N:13][CH:14]=1

Participants

3

Reactant 2

HCID 4156281-(2-Chlorophenyl)piperazineHCID 220477624-(5-Trifluoromethylpyridin-2-yloxy)-phenyl chloroformate

Product 1

HCID 69518959HCID 69518959, compound

Procedure

The the hydrochloride of title compound was prepared from 4-(5-trifluoromethyl-pyridin-2-yloxy)-phenyl chloroformate and 1-(2-chlorophenyl)piperazine. Drying in vacuo at 50° C. for 3½ h gave the title compound; 1H NMR (DMSO-d6): δ 8.61–8.55 (br, 1H), 8.29–8.20 (dd-like, 1H), 7.53–7.41 (m, 1H), 7.39–7.17 (m, 7H), 7.14–7.03 (m, 1H), 4.58 (br s, NH+water), 3.85–3.55 (br m, 4H), 3.12–2.99 (br m, 4H); HPLC-MS: m/z=478 (M+H); IR (KBr): ν 1733 (C═O) cm−1.

Workup

  1. customDrying in vacuo at 50° C. for 3½ h

Sources & evidence

ORD record
ord-384fa2b0171e4044bc8b2431dcdbc4f6
Source dataset
uspto-grants-2006_06
Patent number
US07067517B2

Reaction notes

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