Iodoethane → HCID 59389641, compound

HRID 2358093Notes

Reaction equation

HRID 2358093 reaction equation
[F:1][C:2]([F:19])([F:18])[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([CH:11]2[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]2)[C:6]=1[F:17])=[O:4].C(=O)([O-])[O-].[K+].[K+].I[CH2:27][CH3:28].C(O)(=O)/C=C/C(O)=O>C(#N)C>[CH2:27]([N:14]1[CH2:15][CH2:16][CH:11]([C:7]2[C:6]([F:17])=[C:5]([C:3](=[O:4])[C:2]([F:1])([F:18])[F:19])[CH:10]=[CH:9][CH:8]=2)[CH2:12][CH2:13]1)[CH3:28]

Participants

6

Reactant 4

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 444972Fumaric AcidHCID 67532664HCID 67532664, compound

Product 1

HCID 59389641HCID 59389641, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Preparation according to Example 1: 2,2,2-trifluoro-1-(2-fluoro-3-piperidin-4-ylphenyl)ethanone (0.70 g, 2.54 mmol), acetonitrile (30 ml), potassium carbonate (0.35 g) and 2-iodoethane (0.40 g. 2.54 mmol). Yield: 0.21 g (27%). The amine was converted to the fumaric acid salt and recrystallized from ethanol/diethyl ether: M.p. 109-110° C. MS m/z (rel. intensity, 70 eV) 303 (M+, 13), 302 (10), 289 (16), 288 (bp), 234 (7).

Workup

  1. customPreparation
  2. customrecrystallized from ethanol/diethyl ether

Sources & evidence

ORD record
ord-b7d1b0eaab8e4c59b03a99b69409d2a6
Source dataset
uspto-grants-2010_07
Patent number
US07763639B2

Reaction notes

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