Methylamine → HCID 68673857, compound

HRID 333234Notes

Reaction equation

HRID 333234 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2([C:15]([OH:17])=O)[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8].[CH3:18][NH2:19]>>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2([C:15]([NH:19][CH3:18])=[O:17])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

3

Reactant 2

HCID 6329MethylamineHCID 594622HCID 594622, compound

Product 1

HCID 68673857HCID 68673857, compoundYield 35%

Procedure

The amide was synthesized from 1-(3,4-dichlorophenyl)-cyclohexanecarboxylic acid (218 mg, 0.80 mmol) and methyl amine using General Procedure G and was isolated in 35% yield as a white solid. HPLC Rt=10.3 min; 1H NMR (400 mHz, CDCl3) 7.47 (d, J=2.20 Hz, 1H), 7.41 (d, J=8.55 Hz, 1H), 7.24 (dd, J=2.44, 8.55 Hz, 1H), 2.71 (d, J=4.88 Hz, 3H), 2.29-2.21 (m, 2H), 1.93-1.85 (m, 2H), 1.61-1.38 (m, 6H); GC-MS (SCOUT) 12.87 min, M+ 285.

Workup

  1. customwas isolated in 35% yield as a white solid
  2. customGC-MS (SCOUT) 12.87 min, M+ 285

Sources & evidence

ORD record
ord-31ecf476af604852b6b3af8637818531
Source dataset
uspto-grants-2014_11
Patent number
US08877975B2

Reaction notes

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