Hydrochloric Acid → HCID 68674095, compound

HRID 333240Notes

Reaction equation

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

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 68673787HCID 68673787, compound

Product 1

HCID 68674095HCID 68674095, compound

Procedure

The title compound was synthesized from 1-(3,4-dichlorophenyl)-N-cyclopropylcyclohexane carboxamide (108 mg, 0.35 mmol) using General Procedure E followed by HCl formation. The crude HCl salt was recrystallized from 3:1 EtOAc:CH3CN (4 mL) and 1:1 EtOAc:CH3CN (3 mL) to give pure N-((1-(3,4-dichlorophenyl)cyclohexyl)-methyl)cyclopropanamine hydrochloride as white crystals. HPLC Rt=9.02 min; 1H NMR (400 mHz, MeOH-d4) 7.57-7.52 (m, 2H), 7.35 (dd, J=1.83, 8.43 Hz, 1H), 3.29 (s, 2H), 2.56-2.54 (m, 1H), 2.16-2.13 (m, 2H), 1.67-1.30 (m, 8H), 0.78-0.74 (m, 4H); LC-MS 10.6 min, (M+1)+ 298 @ 10.8 min.

Workup

customThe crude HCl salt was recrystallized from 3:1 EtOAc

Sources & evidence

ORD record: ord-da170b57741d4639916219fe0dbffcf6
Source dataset: uspto-grants-2014_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08877975B2

Reaction notes

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