1,4-Dioxane hydrochloride → HCID 118308696, compound

HRID 923499Notes

Reaction equation

HRID 923499 reaction equation
[F:1][C:2]1[CH:41]=[CH:40][CH:39]=[C:38]([F:42])[C:3]=1[CH2:4][O:5][C:6]1[C:7]2[N:8]([C:12]([C:16]([NH:18][C:19]3([C:27]4[CH:28]=[N:29][N:30](C5CCCCO5)[CH:31]=4)[CH2:24][O:23]C(C)(C)[O:21][CH2:20]3)=[O:17])=[C:13]([CH3:15])[N:14]=2)[CH:9]=[CH:10][CH:11]=1.[ClH:43].O1CCOCC1>CO.O>[ClH:43].[F:42][C:38]1[CH:39]=[CH:40][CH:41]=[C:2]([F:1])[C:3]=1[CH2:4][O:5][C:6]1[C:7]2[N:8]([C:12]([C:16]([NH:18][C:19]([C:27]3[CH:31]=[N:30][NH:29][CH:28]=3)([CH2:20][OH:21])[CH2:24][OH:23])=[O:17])=[C:13]([CH3:15])[N:14]=2)[CH:9]=[CH:10][CH:11]=1

Participants

5

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 118308785HCID 118308785, compound

Product 1

HCID 118308696HCID 118308696, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of 75 mg of 8-[(2,6-difluorobenzyl)oxy]-N-{2,2-dimethyl-5-[1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-4-yl]-1,3-dioxan-5-yl}-2-methylimidazo[1,2-a]pyridine-3-carboxamide in 0.4 ml of methanol and 0.4 ml of water was added 1.6 ml of a 4 M hydrogen chloride/1,4-dioxane solution, followed by stirring at room temperature for 3 days. The reaction mixture was concentrated under reduced pressure to obtain 74 mg of 8-[(2,6-difluorobenzyl)oxy]-N-[1,3-dihydroxy-2-(1H-pyrazol-4-yl)propan-2-yl]-2-methylimidazo[1,2-a]pyridine-3-carboxamide hydrochloride.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-d318deaf8aaa4f71abaf58663aeb7bbb
Source dataset
uspto-grants-2016_03
Patent number
US09278968B2

Reaction notes

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