Triethylamine → HCID 86751291, compound

HRID 1418562Notes

Reaction equation

[F:1][C:2]([F:31])([F:30])[C:3]1[CH:4]=[C:5]([CH:23]=[C:24]([C:26]([F:29])([F:28])[F:27])[CH:25]=1)[C:6]([N:8]1[CH2:13][CH2:12][NH:11][CH2:10][C@H:9]1[CH2:14][C:15]1[CH:20]=[CH:19][C:18]([CH3:21])=[C:17]([CH3:22])[CH:16]=1)=[O:7].C([N:34]([CH2:37][CH3:38])CC)C.[ClH:39].[CH3:40][O:41][C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][C:43]=1C(=N)OCC>CN(C)C=O>[ClH:39].[F:31][C:2]([F:1])([F:30])[C:3]1[CH:4]=[C:5]([CH:23]=[C:24]([C:26]([F:27])([F:28])[F:29])[CH:25]=1)[C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:37](=[NH:34])[CH2:38][C:43]2[CH:44]=[CH:45][CH:46]=[CH:47][C:42]=2[O:41][CH3:40])[CH2:10][C@H:9]1[CH2:14][C:15]1[CH:20]=[CH:19][C:18]([CH3:21])=[C:17]([CH3:22])[CH:16]=1)=[O:7]

Participants

Conditions

Temperature: 100 °C

Procedure

To a stirred mixture of (2R)-1-[3,5-bis(trifluoromethyl)benzoyl]-2-(3,4-dimethylbenzyl)piperazine (0.1 g) and triethylamine (0.125 ml) in dimethylformamide (0.6 ml) was added ethyl 2-methoxybenzenecarboximidate hydro-chloride (62 mg) at room temperature. The resulting mixture was heated at 100° C. for 1 hour. The mixture was poured into ice-water, and extracted by ethyl acetate. The extract was purified on a silica gel column (dichloromethane/methanol) and treatment with 4N hydrogen chloride in ethyl acetate solution gave (2R)-1-[3,5-bis(trifluoromethyl)benzoyl]-2-(3,4-dimethylbenzyl)-4-[1-imino-2-(2-methoxyphenyl)ethyl]piperazine hydrochloride.

Workup

extractionextracted by ethyl acetate
customThe extract was purified on a silica gel column (dichloromethane/methanol) and treatment with 4N hydrogen chloride in ethyl acetate solution

Sources & evidence

ORD record: ord-02890b422ac943bcac2ec97888f2a1b8
Source dataset: uspto-grants-1999_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05883098

Reaction notes

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