Methyl iodide → HCID 25271464, compound

HRID 888667Notes

Reaction equation

C[O:2][C:3](=[O:41])[CH:4]([C:9]1[CH:10]=[C:11]([C:31]2[CH:36]=[CH:35][C:34]([C:37]([F:40])([F:39])[F:38])=[CH:33][CH:32]=2)[CH:12]=[C:13]([N:15]([CH:17]([C:23]2[CH:28]=[C:27]([F:29])[CH:26]=[C:25]([F:30])[CH:24]=2)[CH2:18][CH2:19][CH:20]([CH3:22])[CH3:21])[CH3:16])[CH:14]=1)[CH2:5][CH:6]([CH3:8])[CH3:7].CI.C([O-])([O-])=O.[Cs+].[Cs+]>C(#N)C>[F:29][C:27]1[CH:28]=[C:23]([CH:17]([N:15]([CH3:16])[C:13]2[CH:14]=[C:9]([CH:4]([CH2:5][CH:6]([CH3:8])[CH3:7])[C:3]([OH:41])=[O:2])[CH:10]=[C:11]([C:31]3[CH:36]=[CH:35][C:34]([C:37]([F:39])([F:40])[F:38])=[CH:33][CH:32]=3)[CH:12]=2)[CH2:18][CH2:19][CH:20]([CH3:22])[CH3:21])[CH:24]=[C:25]([F:30])[CH:26]=1

Participants

Conditions

Temperature: 80 °C

Procedure

A solution of 2-(5-{[1-(3,5-Difluoro-phenyl)-4-methyl-pentyl]-methyl-amino}-4′-trifluoromethyl-biphenyl-3-yl)-4-methyl-pentanoic acid methyl ester, compound 29e, (0.25 g, 0.4 mmol), MeI (0.3 ml, 4 mmol), Cs2CO3 (0.72 g) and acetonitrile in a sealed reaction tube was heated to 80° C. overnight. The solvent was removed by vacuum and the crude was purified by preparative TLC to give the title compound (50% yield). Calcd. MW 575.67 Found MH+ 576.3.

Workup

customThe solvent was removed by vacuum
customthe crude was purified by preparative TLC

Sources & evidence

ORD record: ord-8396075106b341a1b1a8f54b0c4b246a
Source dataset: uspto-grants-2012_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08247610B2

Reaction notes

Loading…