Hydrochloric Acid → HCID 68672991, compound

HRID 333243Notes

Reaction equation

HRID 333243 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:9]2([CH:15]=O)[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]2)[CH:5]=[CH:6][C:7]=1[F:8].[CH3:17][NH2:18].[ClH:19]>>[ClH:19].[F:1][C:2]1[CH:3]=[C:4]([C:9]2([CH2:15][NH:18][CH3:17])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]2)[CH:5]=[CH:6][C:7]=1[F:8]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 6329MethylamineHCID 86614756HCID 86614756, compound

Product 1

HCID 68672991HCID 68672991, compound

Procedure

The title compound was synthesized from 1-(3,4-difluorophenyl)-cyclohexanecarbaldehyde (131 mg, 0.58 mmol) and methyl amine (320 μL, 0.64 mmol, 2.0 M in THF) according to General Procedure H, followed by HCl salt formation. The HCl salt was recrystallized from CH3CN to give pure (1-(3,4-difluorophenyl)cyclohexyl)-N-methylmethanamine hydrochloride as colorless crystals. HPLC Rt=8.15 min; 1H NMR (400 mHz, MeOH-d4) 7.36-7.21 (m, 3H), 3.11 (s, 2H), 2.55 (d, J=3.67 Hz, 3H), 2.15-2.12 (m, 2H), 1.67-1.31 (m, 8H); LC-MS 7.04 min, (M+1)+ 240 @ 7.19 min.

Workup

  1. customThe HCl salt was recrystallized from CH3CN

Sources & evidence

ORD record
ord-9b2d84bed23c408fbee4b270cff8a22a
Source dataset
uspto-grants-2014_11
Patent number
US08877975B2

Reaction notes

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