Methyl Bromide → {[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}-trimethyl-ammonium bromide

HRID 1497773Notes

Reaction equation

HRID 1497773 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([N:9]2[C:13]([C:14]3[C:15]([CH3:40])=[C:16]([C:30]4[CH:35]=[CH:34][CH:33]=[C:32]([C:36]([F:39])([F:38])[F:37])[CH:31]=4)[C:17]4[N:18]([N:20]=[C:21]([NH:23][C:24](=[O:29])[CH2:25][N:26]([CH3:28])[CH3:27])[N:22]=4)[CH:19]=3)=[CH:12][CH:11]=[N:10]2)=[CH:5][CH:4]=1)#[N:2].[CH3:41][Br:42]>CC#N>[Br-:42].[C:1]([C:3]1[CH:4]=[CH:5][C:6]([N:9]2[C:13]([C:14]3[C:15]([CH3:40])=[C:16]([C:30]4[CH:35]=[CH:34][CH:33]=[C:32]([C:36]([F:38])([F:37])[F:39])[CH:31]=4)[C:17]4[N:18]([N:20]=[C:21]([NH:23][C:24]([CH2:25][N+:26]([CH3:41])([CH3:28])[CH3:27])=[O:29])[N:22]=4)[CH:19]=3)=[CH:12][CH:11]=[N:10]2)=[CH:7][CH:8]=1)#[N:2]

Participants

4

Reactant 2

HCID 6323Methyl Bromide2×HCID 73051428N-[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-dimethylamino-acetamide

Product 1

HCID 73051429{[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}-trimethyl-ammonium bromide

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

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-dimethylamino-acetamide (Ex. 14, 10 mg, 0.018 mmol) was stirred in MeCN (0.5 mL) and a solution of MeBr (ca. 30% in MeCN, 0.01 mL) added, followed after 15 mins by a further MeBr solution (0.05 mL). The reaction mixture was stirred for 18 hrs before being concentrated in vacuo to give title compound as an off-white solid (11 mg).

Workup

  1. concentrationbefore being concentrated in vacuo

Sources & evidence

ORD record
ord-31b547a4576a4ec5a8b5f099e947fd14
Source dataset
uspto-grants-2015_12
Patent number
US09199984B2

Reaction notes

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