Methyl iodide → HCID 69473245, compound

HRID 1180422Notes

Reaction equation

HRID 1180422 reaction equation
[CH3:1][CH:2]([CH3:29])[CH2:3][C@H:4]([O:9][C@H:10]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[C:11]1[CH:16]=[CH:15][C:14]([C:17]2[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=2)=[CH:13][CH:12]=1)[C:5]([O:7][CH3:8])=[O:6].[I:30][CH3:31]>C(#N)C>[I-:30].[CH3:8][O:7][C:5]([C@@H:4]([O:9][C@H:10]([C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1)[C:11]1[CH:16]=[CH:15][C:14]([C:17]2[CH:18]=[N+:19]([CH3:31])[CH:20]=[CH:21][CH:22]=2)=[CH:13][CH:12]=1)[CH2:3][CH:2]([CH3:29])[CH3:1])=[O:6]

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 86605395HCID 86605395, compound

Product 1

HCID 69473245HCID 69473245, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of methyl (2S)-4-methyl-2-{[(R)-phenyl(4-pyridin-3-ylphenyl)methyl]oxy}pentanoate from example 36 step 2 (881 mg, 2.26 mmol) and iodomethane (3.2 g, 22.6 mmol) in acetonitrile (22 mL) was heated in a pressure tube immersed in an oil bath at 120° C. for 18 hours. The solution was concentrated and the residue pumped on to obtain the pyridinium iodide salt as a foam.

Workup

  1. concentrationThe solution was concentrated

Sources & evidence

ORD record
ord-6bfd6459da644571915e30e04be766b6
Source dataset
uspto-grants-2007_10
Patent number
US07279478B2

Reaction notes

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