Sodium Carbonate → HCID 25145780, compound

HRID 1931801Notes

Reaction equation

HRID 1931801 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:9]2([OH:14])[CH2:13][CH2:12][NH:11][CH2:10]2)[CH:5]=[C:6]([F:8])[CH:7]=1.C(=O)([O-])[O-].[Na+].[Na+].I[CH2:22][CH2:23][CH3:24].C(O)(=O)/C=C/C(O)=O>C(#N)C>[F:1][C:2]1[CH:3]=[C:4]([C:9]2([OH:14])[CH2:13][CH2:12][N:11]([CH2:22][CH2:23][CH3:24])[CH2:10]2)[CH:5]=[C:6]([F:8])[CH:7]=1

Participants

6

Reactant 4

HCID 10340Sodium CarbonateHCID 336431-IodopropaneHCID 444972Fumaric AcidHCID 63585886HCID 63585886, compound

Product 1

HCID 25145780HCID 25145780, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Preparation according to Example 8: 3-(3,5-difluorophenyl)pyrrolidin-3-ol (0.54 g, 2.7 mmol), acetonitrile (30 mL), sodium carbonate (0.38 g, 6.75 mmol), iodopropane (0.26 mL, 2.7 mmol). Yield: 0.22 g. The amine was converted to the fumaric acid salt: M.p. 136-137° C.; MS m/z (relative intensity, 70 eV) 241 (M+, 8), 213 (13), 212 (bp), 182 (34), 84 (60).

Workup

  1. customPreparation

Sources & evidence

ORD record
ord-09d92df9bf0345d3ab0659dc2304a1f2
Source dataset
uspto-grants-2012_05
Patent number
US08188301B2

Reaction notes

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