Hydrochloric Acid → HCID 59389642, compound

HRID 2358045Notes

Reaction equation

HRID 2358045 reaction equation
F[C:2]1[C:3]([C:17]([F:20])([F:19])[F:18])=[C:4]([CH:8]2[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][CH3:16])[CH2:10][CH2:9]2)[CH:5]=[CH:6][CH:7]=1.[C-:21]#[N:22].[Na+].C1OCCOCCOCCOCCOCCOC1.Cl>CN(C)C=O>[CH2:14]([N:11]1[CH2:12][CH2:13][CH:8]([C:4]2[C:3]([C:17]([F:20])([F:19])[F:18])=[C:2]([CH:7]=[CH:6][CH:5]=2)[C:21]#[N:22])[CH2:9][CH2:10]1)[CH2:15][CH3:16]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8929Sodium CyanideHCID 2855718-Crown-6HCID 11587354HCID 11587354, compound

Product 1

HCID 59389642HCID 59389642, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Preparation according to Example 7: 4-[3-fluoro-2-(trifluoromethyl)phenyl]-1-propylpiperidine (0.81 g, 2.8 mmol), N,N-dimethylformamide (30 ml), sodium cyanide (0.5 g, 10 mmol) and 18-crown-6-ether (30 mg). Yield: 0.53 g (64%). The amine was converted to the hydrochloric acid salt and recrystallized from ethanol/diethyl ether: M.p. 266-269° C. MS m/z (relative intensity, 70 eV) 296 (M+, 3), 268 (16), 267 (bp), 204 (3), 184 (3).

Workup

  1. customPreparation
  2. customrecrystallized from ethanol/diethyl ether

Sources & evidence

ORD record
ord-ee147de631724160a2b106b8e1c68dde
Source dataset
uspto-grants-2010_07
Patent number
US07763639B2

Reaction notes

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