Methyl iodide → HCID 67092464, compound

HRID 2089254Notes

Reaction equation

[C:1]([C:3]1[CH:8]=[CH:7][C:6]([N:9]2[C:13]([C:14]3[N:19]=[C:18]([C:20]([NH:22][CH2:23][CH2:24][CH2:25][N:26]([CH3:28])[CH3:27])=[O:21])[C:17](=[O:29])[N:16]([C:30]4[CH:35]=[CH:34][CH:33]=[C:32]([C:36]([F:39])([F:38])[F:37])[CH:31]=4)[C:15]=3[CH3:40])=[CH:12][CH:11]=[N:10]2)=[CH:5][CH:4]=1)#[N:2].[I:41][CH3:42]>>[I-:41].[C:1]([C:3]1[CH:8]=[CH:7][C:6]([N:9]2[C:13]([C:14]3[N:19]=[C:18]([C:20]([NH:22][CH2:23][CH2:24][CH2:25][N+:26]([CH3:42])([CH3:27])[CH3:28])=[O:21])[C:17](=[O:29])[N:16]([C:30]4[CH:35]=[CH:34][CH:33]=[C:32]([C:36]([F:39])([F:37])[F:38])[CH:31]=4)[C:15]=3[CH3:40])=[CH:12][CH:11]=[N:10]2)=[CH:5][CH:4]=1)#[N:2]

Participants

Reactant 2

HCID 6328Methyl iodide

HCID 67092456HCID 67092456, compound

Product 1

HCID 67092464HCID 67092464, compoundYield 24%

Procedure

6-[1-(4-Cyanophenyl)-1H-pyrazol-5-yl]-N-[3-(dimethylamino)propyl]-5-methyl-3-oxo-4-[3-(trifluoromethyl)phenyl]-3,4-dihydropyrazine-2-carboxamide was reacted with iodomethane using an analogous method to that described in Step 2 of Example 4 to afford the title compound (26 mg, 24%) as a white solid; 1H NMR (500 MHz, DMSO) δ 1.91-1.83 (2H, m), 1.93 (3H, s), 3.01 (9H, s), 3.30-3.23 (4H, m), 6.77 (1H, d), 7.69 (2H, d), 7.78 (1H, d), 7.92-7.87 (3H, m), 7.99-7.93 (3H, m), 8.93 (1H, t); APCI-MSm/z: 564 [M+]

Sources & evidence

ORD record: ord-03122e57a8f64257bf93878922503644
Source dataset: uspto-grants-2013_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08436024B2

Reaction notes

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