Iodoethane → 3-(3,5-Difluorophenyl)-1-ethyl-3-methoxypyrrolidine

HRID 575951Notes

Reaction equation

HRID 575951 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]=[C:6]([F:8])[CH:7]=1.[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]=[C:6]([F:8])[CH:7]=1

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 8471TriethylamineHCID 199358743-(3,5-Difluorophenyl)-3-methoxypyrrolidine

Product 1

HCID 462192253-(3,5-Difluorophenyl)-1-ethyl-3-methoxypyrrolidine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Preparation according to Example 20. (+3-(3,5-difluorophenyl)-3-methoxypyrrolidine (0.01 g, 0.047 mmol) and triethylamine (13.1 μL, 0.0938 mmol) in tetrahydrofuran (3 ml), was added iodoethane (5.6 μL, 0.070 mmol). Analysis show 60% conversion. MS m/z (relative intensity, 70 eV) 241 (M+, 9), 226 (74), 211 (28), 141 (47), 71 (bp).

Workup

  1. customPreparation

Sources & evidence

ORD record
ord-32b2b3057fe2433cb00ecb3d08a9fa6f
Source dataset
uspto-grants-2015_05
Patent number
US09035073B2

Reaction notes

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