Sodium Hydroxide → HCID 56597236, compound

HRID 409533Notes

Reaction equation

HRID 409533 reaction equation
[OH-].[Na+].[CH:3]1[N:4]=[C:5]([C:12]([C:14]2[CH:15]=[CH:16][C:17]([NH:24][C:25](=[O:30])[NH:26][CH2:27][CH2:28][CH3:29])=[C:18]([CH:23]=2)[C:19]([O:21]C)=O)=[O:13])[N:6]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=12>CO>[CH:3]1[N:4]=[C:5]([C:12]([C:14]2[CH:23]=[C:18]3[C:17](=[CH:16][CH:15]=2)[NH:24][C:25](=[O:30])[N:26]([CH2:27][CH2:28][CH3:29])[C:19]3=[O:21])=[O:13])[N:6]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=12

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 66653584HCID 66653584, compound

Product 1

HCID 56597236HCID 56597236, compoundYield 67.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1.38 ml (1.38 mmol) of a 1N aqueous solution of sodium hydroxide are added, at ambient temperature, to a suspension of 0.436 g (1.15 mmol) of methyl 5-(imidazo[1,5-a]pyridin-3-ylcarbonyl)-2-[(propylcarbamoyl)amino]benzoate in 10 ml of methanol. After refluxing for 2 hours, the methanol is concentrated under reduced pressure. A 1N aqueous solution of hydrochloric acid is added. The precipitate obtained is filtered off, rinsed with water and then dried, overnight at 40° C. under reduced pressure. 0.27 g of a yellow solid is obtained.

Workup

  1. temperatureAfter refluxing for 2 hours
  2. concentrationthe methanol is concentrated under reduced pressure
  3. additionA 1N aqueous solution of hydrochloric acid is added
  4. customThe precipitate obtained
  5. filtrationis filtered off
  6. washrinsed with water
  7. customdried, overnight at 40° C. under reduced pressure

Sources & evidence

ORD record
ord-be12fa49c1bb4c45a9af2ac767a45585
Source dataset
uspto-grants-2014_06
Patent number
US08759344B2

Reaction notes

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