Methyl iodide → 4-{[6-[2-(4-Cyano-phenyl)-2H-pyrazol-3-yl]-7-methyl-8-(3-trifluoromethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-ylcarbamoyl]-methyl}-1,1-dimethyl-piperazin-1-ium iodide

HRID 1497778Notes

Reaction equation

[C:1]([C:3]1[CH:8]=[CH:7][C:6]([N:9]2[C:13]([C:14]3[C:15]([CH3:44])=[C:16]([C:34]4[CH:39]=[CH:38][CH:37]=[C:36]([C:40]([F:43])([F:42])[F:41])[CH:35]=4)[C:17]4[N:18]([N:20]=[C:21]([NH:23][C:24](=[O:33])[CH2:25][N:26]5[CH2:31][CH2:30][N:29]([CH3:32])[CH2:28][CH2:27]5)[N:22]=4)[CH:19]=3)=[CH:12][CH:11]=[N:10]2)=[CH:5][CH:4]=1)#[N:2].[CH3:45][I:46]>>[I-:46].[C:1]([C:3]1[CH:8]=[CH:7][C:6]([N:9]2[C:13]([C:14]3[C:15]([CH3:44])=[C:16]([C:34]4[CH:39]=[CH:38][CH:37]=[C:36]([C:40]([F:42])([F:43])[F:41])[CH:35]=4)[C:17]4[N:18]([N:20]=[C:21]([NH:23][C:24]([CH2:25][N:26]5[CH2:31][CH2:30][N+:29]([CH3:45])([CH3:32])[CH2:28][CH2:27]5)=[O:33])[N:22]=4)[CH:19]=3)=[CH:12][CH:11]=[N:10]2)=[CH:5][CH:4]=1)#[N:2]

Participants

Reactant 2

HCID 6328Methyl iodide

HCID 73051584N-[6-[2-(4-Cyano-phenyl)-2H-pyrazol-3-yl]-7-methyl-8-(3-trifluoromethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-2-(4-methyl-piperazin-1-yl)-acetamide

Product 1

HCID 730515854-{[6-[2-(4-Cyano-phenyl)-2H-pyrazol-3-yl]-7-methyl-8-(3-trifluoromethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-ylcarbamoyl]-methyl}-1,1-dimethyl-piperazin-1-ium iodide

Procedure

The title compound was prepared from N-[6-[2-(4-cyano-phenyl)-2H-pyrazol-3-yl]-7-methyl-8-(3-trifluoromethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-2-(4-methyl-piperazin-1-yl)-acetamide (Ex. 18, 130 mg, 0.22 mmol) and MeI (27 μL, 0.880 mmol.) using a similar method to that employed for Example 15 (105 mg).

Sources & evidence

ORD record: ord-9a31c3fbc9914f1eb1b313201d6a8f04
Source dataset: uspto-grants-2015_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09199984B2

Reaction notes

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