Methyl iodide → HCID 67775584, compound

HRID 474825Notes

Reaction equation

HRID 474825 reaction equation
[CH2:1]([C:3]1[C:4](=[O:30])[N:5]=[C:6]([S:9][CH2:10][C:11]2[CH:12]=[CH:13][C:14]([O:19][C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([C:26]([F:29])([F:28])[F:27])[CH:21]=3)=[C:15]([CH:18]=2)[C:16]#[N:17])[NH:7][CH:8]=1)[CH3:2].[CH3:31]CN(C(C)C)C(C)C.CI>C(Cl)Cl>[CH2:1]([C:3]1[C:4](=[O:30])[N:5]=[C:6]([S:9][CH2:10][C:11]2[CH:12]=[CH:13][C:14]([O:19][C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([C:26]([F:29])([F:27])[F:28])[CH:21]=3)=[C:15]([CH:18]=2)[C:16]#[N:17])[N:7]([CH3:31])[CH:8]=1)[CH3:2]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 81531DiisopropylethylamineHCID 178437206HCID 178437206, compound

Product 1

HCID 67775584HCID 67775584, compoundYield 38.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The same procedure as E64 from 5-{[(5-ethyl-4-oxo-1,4-dihydro-2-pyrimidinyl)thio]methyl}-2-{[3-(trifluoromethyl)phenyl]oxy}benzonitrile (250 mg, 0.579 mmol), DIPEA (0.202 mL, 1.159 mmol) and MeI (0.054 mL, 0.869 mmol) in DCM (2 mL). to afford the title compound (100 mg, 38.7% yield). LCMS: rt=3.25 min, [M+H+]=446

Sources & evidence

ORD record
ord-b6b7994efbf0455aa0fa0b10317bf430
Source dataset
uspto-grants-2014_01
Patent number
US08637536B2

Reaction notes

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