Hydrochloric Acid → HCID 66653348, compound

HRID 409550Notes

Reaction equation

HRID 409550 reaction equation
[OH-].[Na+].[NH2:3][C:4]1[CH:13]=[CH:12][C:11]([C:14]([C:16]2[N:20]3[CH:21]=[CH:22][CH:23]=[CH:24][C:19]3=[C:18]([Br:25])[N:17]=2)=[O:15])=[CH:10][C:5]=1[C:6]([O:8]C)=[O:7].Cl>CO.O>[NH2:3][C:4]1[CH:13]=[CH:12][C:11]([C:14]([C:16]2[N:20]3[CH:21]=[CH:22][CH:23]=[CH:24][C:19]3=[C:18]([Br:25])[N:17]=2)=[O:15])=[CH:10][C:5]=1[C:6]([OH:8])=[O:7]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 57500383HCID 57500383, compound

Product 1

HCID 66653348HCID 66653348, compoundYield 98%

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 962WaterSolvent

Procedure

60 ml (60 mmol) of a 1N aqueous solution of sodium hydroxide are added, at ambient temperature, to 3.74 g (10 mmol) of methyl 2-amino-5-[1-bromo(imidazo[1,5-a]pyridin-3-yl)carbonyl]benzoate in 300 ml of methanol and 125 ml of water. The reaction medium is refluxed for 6 hours and then 140 ml of a 1N aqueous solution of hydrochloric acid are added. After concentration of the methanol under reduced pressure, the precipitate obtained is filtered off, washed with water, and then dried under reduced pressure at 40° C. for 18 hours. 3.53 g of a yellow solid are obtained.

Workup

  1. temperatureThe reaction medium is refluxed for 6 hours
  2. filtrationis filtered off
  3. washwashed with water
  4. customdried under reduced pressure at 40° C. for 18 hours

Sources & evidence

ORD record
ord-29d9cf44a20d4575a81789dd6db16522
Source dataset
uspto-grants-2014_06
Patent number
US08759344B2

Reaction notes

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