Formic Acid → 3-(3,4-Difluorophenyl)-3-methoxy-1-methylpyrrolidine

HRID 575957Notes

Reaction equation

HRID 575957 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].[CH:16](O)=O>C=O>[F:1][C:2]1[CH:3]=[C:4]([C:9]2([O:14][CH3:15])[CH2:13][CH2:12][N:11]([CH3:16])[CH2:10]2)[CH:5]=[CH:6][C:7]=1[F:8]

Participants

4

Reactant 2

HCID 284Formic AcidHCID 462192213-(3,4-Difluorophenyl)-3-methoxypyrrolidine

Product 1

HCID 462192283-(3,4-Difluorophenyl)-3-methoxy-1-methylpyrrolidine

Reagents, catalysts & solvents 1

HCID 712FormaldehydeSolvent

Procedure

Preparation according to Example 25: (+)-3-(3,4-difluorophenyl)-3-methoxypyrrolidine (0.01 g, 0.047 mmol) in formic acid (1 ml) and formaldehyde (37% solution in water, 1 ml). The crude product analyzed by GCMS. Analysis showed 87% conversion. MS m/z (relative intensity, 70 eV) 227 (M+, 3), 212 (17), 197 (18), 141 (36), 57 (bp).

Workup

  1. customPreparation

Sources & evidence

ORD record
ord-a0c49cffd865415c85863bc1d7597e1d
Source dataset
uspto-grants-2015_05
Patent number
US09035073B2

Reaction notes

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