Hydrochloric Acid → HCID 20042532, compound

HRID 1762215Notes

Reaction equation

HRID 1762215 reaction equation
C(OC([NH:8][CH2:9][C:10]([NH:12][CH:13]([O:21][C:22]1[C:23]2[N:24]([C:28]([CH2:32][C:33]#[CH:34])=[C:29]([CH3:31])[N:30]=2)[CH:25]=[CH:26][CH:27]=1)[C:14]1[C:19]([CH3:20])=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:11])=O)(C)(C)C.Cl>C(O)C>[NH2:8][CH2:9][C:10]([NH:12][CH:13]([O:21][C:22]1[C:23]2[N:24]([C:28]([CH2:32][C:33]#[CH:34])=[C:29]([CH3:31])[N:30]=2)[CH:25]=[CH:26][CH:27]=1)[C:14]1[C:19]([CH3:20])=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:11]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 21798304HCID 21798304, compound

Product 1

HCID 20042532HCID 20042532, compoundYield 63.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 8-(2-t-butoxycarbonylamino-acetamido-6-methylbenzyloxy)-2-methyl-3-(2-propynyl)imidazo[1,2-a]pyridine (435 mg) in ethanol (2 ml) was added 25% ethanolic hydrogen chloride (0.53 ml) with ice-cooling. After being stirred for 3 hours with ice-cooling, the solvent was evaporated under reduced pressure. To the residue was added a saturated aqueous solution of sodium hydogen carbonate and the aqueous layer was extracted with chloroform. The extract was washed with a water and dried over magnesium sulfate. The solvent was distilled off and the residue was triturated with diethyl ether to give 8-(2-aminoacetamido- 6-methylbenzyloxy)-2-methyl-3-(2-propynyl)imidazo[1,2-a]pyridine (215 mg).

Workup

  1. temperaturecooling
  2. temperaturecooling
  3. customthe solvent was evaporated under reduced pressure
  4. additionTo the residue was added a saturated aqueous solution of sodium hydogen carbonate
  5. extractionthe aqueous layer was extracted with chloroform
  6. washThe extract was washed with a water
  7. dry with materialdried over magnesium sulfate
  8. distillationThe solvent was distilled off
  9. customthe residue was triturated with diethyl ether

Sources & evidence

ORD record
ord-15cd4cc26e4241578444803489ef0347
Source dataset
uspto-grants-1989_05
Patent number
US04831041

Reaction notes

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