Hydrochloric Acid → HCID 71283313, compound

HRID 335339Notes

Reaction equation

HRID 335339 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:16]2[CH:21]=[CH:20][N:19]3[C:22]([C:25]([NH:27][C:28]4[CH:33]=[C:32]([C:34](=[O:41])NC(C)(C)CO)[CH:31]=[CH:30][C:29]=4[F:42])=[O:26])=[CH:23][N:24]=[C:18]3[CH:17]=2)[CH:5]=[CH:6][C:7]=1[C:8](=[O:15])[NH:9][C:10]([CH3:14])([CH3:13])[CH2:11][OH:12].[OH-:43].[Na+].Cl>COCCOC.O>[F:42][C:29]1[CH:30]=[CH:31][C:32]([C:34]([OH:43])=[O:41])=[CH:33][C:28]=1[NH:27][C:25]([C:22]1[N:19]2[CH:20]=[CH:21][C:16]([C:4]3[CH:5]=[CH:6][C:7]([C:8](=[O:15])[NH:9][C:10]([CH3:14])([CH3:13])[CH2:11][OH:12])=[C:2]([F:1])[CH:3]=3)=[CH:17][C:18]2=[N:24][CH:23]=1)=[O:26]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 71283431HCID 71283431, compound

Product 1

HCID 71283313HCID 71283313, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 80711,2-DimethoxyethaneSolvent

Conditions

Temperature
60 °C

Procedure

7-(3-Fluoro-4-(1-hydroxy-2-methylpropan-2-ylcarbamoyl)phenyl)-N-(2-fluoro-5-(1-hydroxy-2-methylpropan-2-ylcarbamoyl)phenyl)imidazo[1,2-a]pyridine-3-carboxamide (step 1) (590 mg, 1.129 mmol) in 1,2-dimethoxyethane (10 ml) and water (10.00 ml) was treated with sodium hydroxide (181 mg, 4.52 mmol) and warmed to 60° C. for 1 hr. After cooling to RT, the pH of the mixture was adjusted to pH5 using 2M HCl (2.2 ml). The solvent was removed in vacuo and the resulting crude product was triturated with water to afford the title compound;

Workup

  1. temperatureAfter cooling to RT
  2. customThe solvent was removed in vacuo
  3. customthe resulting crude product was triturated with water

Sources & evidence

ORD record
ord-f4351dcae0cd438a84b06973f9ae4bbd
Source dataset
uspto-grants-2014_11
Patent number
US08883819B2

Reaction notes

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