Iodoethane → 3-(3,4-Difluorophenyl)-1-ethyl-3-methoxypyrrolidine

HRID 575956Notes

Reaction equation

HRID 575956 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:9]2([O:14][CH3:15])[CH2:13][CH2:12][NH:11][CH2:10]2)[CH:5]=[CH:6][C:7]=1[F:8].[CH2:16](N(CC)CC)[CH3:17].ICC>O1CCCC1>[F:1][C:2]1[CH:3]=[C:4]([C:9]2([O:14][CH3:15])[CH2:13][CH2:12][N:11]([CH2:16][CH3:17])[CH2:10]2)[CH:5]=[CH:6][C:7]=1[F:8]

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 8471TriethylamineHCID 462192213-(3,4-Difluorophenyl)-3-methoxypyrrolidine

Product 1

HCID 462192223-(3,4-Difluorophenyl)-1-ethyl-3-methoxypyrrolidine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Preparation according to Example 22: (+)-3-(3,4-difluorophenyl)-3-methoxypyrrolidine (0.01 g, 0.047 mmol), triethylamine (13.1 μL, 0.093 mmol), tetrahydrofuran (2 ml) and iodoethane (5.6 μL, 0.07 mmol). The crude product analyzed by GCMS. Analysis showed 92% conversion. MS m/z (relative intensity, 70 eV) 241 (M+, 6), 226 (46), 211 (23), 141 (43), 71 (bp).

Workup

  1. customPreparation

Sources & evidence

ORD record
ord-6510a3c0f70248e98d5b0b3e1e64cf1f
Source dataset
uspto-grants-2015_05
Patent number
US09035073B2

Reaction notes

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