Hydrochloric Acid → HCID 66653620, compound

HRID 409558Notes

Reaction equation

HRID 409558 reaction equation
[OH-].[Na+].[Br:3][C:4]1[N:5]=[C:6]([C:13]([C:15]2[CH:16]=[CH:17][C:18]([NH:25][C:26](=[O:38])[NH:27][CH2:28][CH2:29][O:30][C:31]3[CH:36]=[CH:35][C:34]([F:37])=[CH:33][CH:32]=3)=[C:19]([CH:24]=2)[C:20]([O:22]C)=O)=[O:14])[N:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=12.Cl>CO.O>[Br:3][C:4]1[N:5]=[C:6]([C:13]([C:15]2[CH:24]=[C:19]3[C:18](=[CH:17][CH:16]=2)[NH:25][C:26](=[O:38])[N:27]([CH2:28][CH2:29][O:30][C:31]2[CH:36]=[CH:35][C:34]([F:37])=[CH:33][CH:32]=2)[C:20]3=[O:22])=[O:14])[N:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=12

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 66653338HCID 66653338, compound

Product 1

HCID 66653620HCID 66653620, compoundYield 92.8%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

60.1 ml (60.1 mmol) of a 1N aqueous solution of sodium hydroxide are added to 6.67 g (12 mmol) of methyl 5-[(1-bromoimidazo[1,5-a]pyridin-3-yl)carbonyl]-2-({[2-(4-fluorophenoxy)ethyl]carbamoyl}amino)benzoate dissolved in 600 ml of methanol. After refluxing for 2 hours, the reaction medium is acidified with 120 ml of a 1N aqueous solution of hydrochloric acid and then diluted with 2000 ml of water. The precipitate obtained is filtered off, and dried under reduced pressure at 40° C. overnight. 5.83 g of a yellow solid are obtained.

Workup

  1. temperatureAfter refluxing for 2 hours
  2. customThe precipitate obtained
  3. filtrationis filtered off
  4. customdried under reduced pressure at 40° C. overnight

Sources & evidence

ORD record
ord-a6b30e453bff480d9feb7f79ba6c8315
Source dataset
uspto-grants-2014_06
Patent number
US08759344B2

Reaction notes

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