Hydrochloric Acid → HCID 53317143, compound

HRID 333236Notes

Reaction equation

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

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 68674635HCID 68674635, compound

Product 1

HCID 53317143HCID 53317143, compound

Procedure

The title compound was synthesized from 1-(3,4-dichlorophenyl)-N-ethyl-N-methylcyclohexanecarboxamide (130 mg, 0.414 mmol) using General Procedure E followed by HCl salt formation. The crude HCl salt was recrystallized from CH3CN (3 mL) to give pure N-((1-(3,4-dichlorophenyl)cyclohexyl)methyl)-N-methylethanamine as white crystals. HPLC Rt=9.00 min; 1H NMR (400 mHz, MeOH-d4) 7.65 (d, J=2.2 Hz, 1H), 7.56 (d, J=8.43 Hz, 1H), 7.42 (dd, J=2.2, 8.43 Hz, 1H), 3.43-3.40 (m, 1H), 2.96-2.94 (m, 2H), 2.48 (s, 3H), 2.24 (m, 2H), 1.66-1.53 (m, 5H), 1.41-1.31 (m, 3H), 1.14 (t, 3H); LC-MS 10.07 min, (M+1)+ [email protected] min.

Workup

customThe crude HCl salt was recrystallized from CH3CN (3 mL)

Sources & evidence

ORD record: ord-0ac7d900e6da43a38be4ed49b6dbc8db
Source dataset: uspto-grants-2014_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08877975B2

Reaction notes

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