Maleic Acid → HCID 178446138, compound

HRID 730013Notes

Reaction equation

HRID 730013 reaction equation
[C:1]([C:5]1[NH:6][C:7]([C:25]2[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=2)=[C:8]([C:10]2[N:15]=[C:14]3[N:16]([CH2:20][C:21]([CH3:24])([CH3:23])[CH3:22])[C:17]([NH2:19])=[N:18][C:13]3=[CH:12][CH:11]=2)[N:9]=1)([CH3:4])([CH3:3])[CH3:2].[C:32]([OH:39])(=[O:38])/[CH:33]=[CH:34]\[C:35]([OH:37])=[O:36]>C(O)(C)C>[C:32]([OH:39])(=[O:38])/[CH:33]=[CH:34]\[C:35]([OH:37])=[O:36].[C:32]([OH:39])(=[O:38])/[CH:33]=[CH:34]\[C:35]([OH:37])=[O:36].[C:1]([C:5]1[NH:6][C:7]([C:25]2[CH:26]=[CH:27][C:28]([F:31])=[CH:29][CH:30]=2)=[C:8]([C:10]2[N:15]=[C:14]3[N:16]([CH2:20][C:21]([CH3:24])([CH3:23])[CH3:22])[C:17]([NH2:19])=[N:18][C:13]3=[CH:12][CH:11]=2)[N:9]=1)([CH3:2])([CH3:3])[CH3:4]

Participants

4

Reactant 2

HCID 444266Maleic AcidHCID 178446132HCID 178446132, compound

Product 1

HCID 178446138HCID 178446138, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent2×

Procedure

Dissolve 126 mg (0.3 mmol) 5-[2-tert-butyl-5-(4-fluoro-phenyl)-1H-imidazol-4-yl]-3-(2,2-dimethyl-propyl)-3H-imidazo[4,5-b]pyridin-2-ylamine in 1.0 mL isopropanol. Add a solution of 69.6 mg maleic acid in 1 mL warm isopropanol incrementally. Add seed crystals and filter the resultant precipitate. Air dry to provide 120 mg (63%) of very light purple crystals.

Workup

  1. additionAdd seed crystals
  2. filtrationfilter the resultant precipitate
  3. customAir dry
  4. customto provide 120 mg (63%) of very light purple crystals

Sources & evidence

ORD record
ord-ed977bd6b84643dd94742d2ddeb38680
Source dataset
uspto-grants-2009_09
Patent number
US07582652B2

Reaction notes

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