Hydrochloric Acid → HCID 53322397, compound

HRID 333238Notes

Reaction equation

HRID 333238 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2([C:15]([NH:17][CH2:18][CH3:19])=O)[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8].[ClH:20]>>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2([CH2:15][NH:17][CH2:18][CH3:19])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8].[ClH:20].[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2([CH2:15][NH:17][CH2:18][CH3:19])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68674973HCID 68674973, compound

Product 2

HCID 53322397HCID 53322397, compoundHCID 68674972HCID 68674972, compound

Procedure

The title compound was synthesized from 1-(3,4-dichlorophenyl)-N-ethylcyclohexanecarboxamide (86 mg, 0.286 mmol) using General Procedure E followed by HCl salt formation. The crude HCl salt was recrystallized from CH3CN (4.5 mL) to give pure (±) N-((1-(3,4-dichlorophenyl)cyclohexyl)-methyl)ethanamine hydrochloride as colorless crystals. HPLC Rt=8.90 min; 1H NMR (400 mHz, McOH-d4) 7.57 (d, J=2.2 Hz, 1H), 7.54 (d, J=8.43 Hz, 1H), 7.34 (dd, J=2.2, 8.43 Hz, 1H), 3.11 (s, 3H), 2.94-2.88 (q, 2H), 2.18-2.15 (m, 2H), 1.68-1.58 (m, 5H), 1.51-1.30 (m, 3H), 1.17 (t, 3H); LC-MS 8.45 min, (M+1)+286 @ 8.7 min.

Workup

  1. customThe crude HCl salt was recrystallized from CH3CN (4.5 mL)

Sources & evidence

ORD record
ord-7304ab4d36aa4d15b45fdc435f0b437b
Source dataset
uspto-grants-2014_11
Patent number
US08877975B2

Reaction notes

Loading…