Sodium Hydroxide → HCID 56597647, compound

HRID 409553Notes

Reaction equation

HRID 409553 reaction equation
[OH-].[Na+].[CH3:3][C:4]1[N:13]([CH2:14][CH2:15][CH3:16])[C:12](=[O:17])[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:18]([C:20]3[N:24]4[CH:25]=[CH:26][CH:27]=[CH:28][C:23]4=[C:22]([C:29]4[CH:30]=[C:31]([CH:36]=[CH:37][CH:38]=4)[C:32]([O:34]C)=[O:33])[N:21]=3)=[O:19])[CH:10]=2)[N:5]=1>C1COCC1>[CH3:3][C:4]1[N:13]([CH2:14][CH2:15][CH3:16])[C:12](=[O:17])[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:18]([C:20]3[N:24]4[CH:25]=[CH:26][CH:27]=[CH:28][C:23]4=[C:22]([C:29]4[CH:30]=[C:31]([CH:36]=[CH:37][CH:38]=4)[C:32]([OH:34])=[O:33])[N:21]=3)=[O:19])[CH:10]=2)[N:5]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 66653618HCID 66653618, compound

Product 1

HCID 56597647HCID 56597647, compoundYield 72.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

7.65 ml of a 1N aqueous solution of sodium hydroxide are added to 0.735 g (1.53 mmol) of methyl 3-{3-[(2-methyl-4-oxo-3-propyl-3,4-dihydroquinazolin-6-yl)carbonyl]imidazo[1,5-a]pyridin-1-yl}benzoate in 30 ml of THF. The reaction medium is refluxed for 2.5 hours. After acidification with 10 ml of a 1N aqueous solution of hydrochloric acid, the reaction medium is concentrated under reduced pressure. The residue is taken up in 20 ml of water. The precipitate obtained is filtered off, and dried under reduced pressure at 50° C. overnight. 0.52 g of a yellow solid is obtained.

Workup

  1. temperatureThe reaction medium is refluxed for 2.5 hours
  2. concentrationAfter acidification with 10 ml of a 1N aqueous solution of hydrochloric acid, the reaction medium is concentrated under reduced pressure
  3. customThe precipitate obtained
  4. filtrationis filtered off
  5. customdried under reduced pressure at 50° C. overnight

Sources & evidence

ORD record
ord-869a6e62ffed4a9dae140d8a0c7f2b38
Source dataset
uspto-grants-2014_06
Patent number
US08759344B2

Reaction notes

Loading…