Hydrochloric Acid → HCID 66953620, compound

HRID 1178162Notes

Reaction equation

HRID 1178162 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:32]([F:35])([F:34])[F:33])=[C:6]([CH:31]=1)[C:7]([N:9]1[CH2:14][CH2:13][N:12]([C:15](=[O:30])[CH2:16][NH:17][CH2:18][C:19]2[CH:24]=[CH:23][C:22]([C:25]3[CH:29]=[CH:28][S:27][CH:26]=3)=[CH:21][CH:20]=2)[CH2:11][CH2:10]1)=[O:8].[ClH:36]>>[ClH:36].[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:32]([F:33])([F:35])[F:34])=[C:6]([CH:31]=1)[C:7]([N:9]1[CH2:14][CH2:13][N:12]([C:15](=[O:30])[CH2:16][NH:17][CH2:18][C:19]2[CH:20]=[CH:21][C:22]([C:25]3[CH:29]=[CH:28][S:27][CH:26]=3)=[CH:23][CH:24]=2)[CH2:11][CH2:10]1)=[O:8]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 25165320HCID 25165320, compound

Product 1

HCID 66953620HCID 66953620, compoundYield 67.2%

Procedure

To a solution of 1-[4-(5-fluoro-2-trifluoromethyl-benzoyl)-piperazin-1-yl]-2-(4-thiophen-3-yl-benzylamino)-ethanone (50 mg, 0.09 mmol) in ethereal.HCl (5 ml) was stirred at room temperature for 1 hr. The reaction mixture was then concentrated and the resulting residue was washed with ether to afford 36 mg (67.2%) of 1-[4-(5-fluoro-2-trifluoromethyl-benzoyl)-piperazin-1-yl]-2-(4-thiophen-3-yl-benzylamino)-ethanone hydrochloride salt. LCMS Purity: 96.34%. 1H NMR (DMSO-d6): δ 9.2 (s, 1H), 8.0-7.9 (m, 2H), 7.85-7.74 (m, 2H), 7.7-7.5 (m, 6H), 4.2-4.0 (m, 4H), 3.8-3.4 (m, 5H), 3.3-3.0 (m, 3H).

Workup

  1. concentrationThe reaction mixture was then concentrated
  2. washthe resulting residue was washed with ether

Sources & evidence

ORD record
ord-0f7dc453f94944ac8a516f84d8394672
Source dataset
uspto-grants-2010_11
Patent number
US07842696B2

Reaction notes

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