Hydrochloric Acid → N-(3-(1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)-3-(imidazo[1,2-a]pyrazin-3-ylethynyl)-4-methylbenzamide mono hydrochloride salt

HRID 572964Notes

Reaction equation

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

Participants

Conditions

Temperature: 50 °C

Procedure

N-(3-(1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)-3-(imidazo[1,2-a]pyrazin-3-ylethynyl)-4-methylbenzamide (0.94 mmol) can be suspended in MeCN (10 ml) and heated with stirring to a temperature of 45 to 55° C. (hot plate temperature). Hydrochloric acid (1.1 eq 1M solution in EtOH) is added to obtain dissolution. Within a few minutes, a precipitate is allowed to form. The suspension can be cooled to ambient temperature and then filtered and washed with MeCN (1×1.5 ml liquors+1×1.5 ml fresh). The solid can be dried at 50° C. under vacuum to constant weight.

Workup

temperatureheated
customto obtain
dissolutiondissolution
waitWithin a few minutes
customto form
temperatureThe suspension can be cooled to ambient temperature
filtrationfiltered
washwashed with MeCN (1×1.5 ml liquors+1×1.5 ml fresh)
customThe solid can be dried at 50° C. under vacuum to constant weight

Sources & evidence

ORD record: ord-9890a950676a4a38b4b229b5fcf90ce7
Source dataset: uspto-grants-2015_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09029533B2

Reaction notes

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