Methyl iodide → HCID 67776586, compound

HRID 706081Notes

Reaction equation

HRID 706081 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([O:12][C:13]2[CH:18]=[CH:17][C:16]([CH2:19][CH2:20][O:21][C:22]3[NH:23][CH:24]=[C:25]([CH2:29][CH3:30])[C:26](=[O:28])[N:27]=3)=[CH:15][CH:14]=2)[CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.[CH3:31]CN(C(C)C)C(C)C.CI>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([O:12][C:13]2[CH:14]=[CH:15][C:16]([CH2:19][CH2:20][O:21][C:22]3[N:23]([CH3:31])[CH:24]=[C:25]([CH2:29][CH3:30])[C:26](=[O:28])[N:27]=3)=[CH:17][CH:18]=2)[CH:5]=[C:6]([C:8]([F:11])([F:9])[F:10])[CH:7]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 81531DiisopropylethylamineHCID 178437201HCID 178437201, compound

Product 1

HCID 67776586HCID 67776586, compoundYield 14%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The same procedure as E141 from 2-{[2-(4-{[3-chloro-5-(trifluoromethyl)phenyl]oxy}phenyl)ethyl]oxy}-5-ethyl-4(1H)-pyrimidinone (100 mg, 0.228 mmol), DIPEA (0.099 mL, 0.570 mmol) and MeI (0.028 mL, 0.456 mmol) in DCM (2 mL), except that the reaction time was 3 h, to afford the title compound (18 mg, 0.032 mmol, 13.93% yield). LCMS: rt=3.68 min, [M+H]=453

Sources & evidence

ORD record
ord-f29e03679cea48e68dc784197b9ef02d
Source dataset
uspto-grants-2015_11
Patent number
US09174968B2

Reaction notes

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