Methyl iodide → HCID 57489119, compound

HRID 1863450Notes

Reaction equation

HRID 1863450 reaction equation
[F:1][C:2]1[CH:19]=[CH:18][CH:17]=[CH:16][C:3]=1[CH2:4][N:5]1[CH:9]=[CH:8][CH:7]=[C:6]1[C:10](=[O:15])[CH2:11][N:12]([CH3:14])[CH3:13].[CH3:20][Mg]I.[Mg].CI>CCOCC>[CH3:13][N:12]([CH3:14])[CH2:11][C:10]([C:6]1[N:5]([CH2:4][C:3]2[CH:16]=[CH:17][CH:18]=[CH:19][C:2]=2[F:1])[CH:9]=[CH:8][CH:7]=1)([OH:15])[CH3:20]

Participants

6

Reactant 4

HCID 6328Methyl iodideHCID 5462224MagnesiumHCID 20391526HCID 20391526, compoundHCID 178418373HCID 178418373, compound

Product 1

HCID 57489119HCID 57489119, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A solution of 16.0 g of 1-(o-fluorobenzyl)-2-(dimethylaminoacetyl)pyrrole, free base of Example 3a, in 60 ml of ether is treated with a solution of methylmagnesium iodide, prepared from 2.7 g of magnesium turnings and 15.3 g of methyl iodide, in 40 ml of ether according to the procedure described in Example 9a to produce a crude yellow oil of 1-(dimethylamino)-2-[1-(o-fluorobenzyl)-2-pyrryl]-2-hydroxypropane. Distillation at 130°-138° C./0.1 mm affords the product as a faintly yellow oil.

Sources & evidence

ORD record
ord-efc0500e7df0447dbe556f33b422ffb6
Source dataset
uspto-grants-1979_09
Patent number
US04169095

Reaction notes

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