Hydrochloric Acid → HCID 69922862, compound

HRID 2119974Notes

Reaction equation

HRID 2119974 reaction equation
C([O:3][C:4]([C:6]1[C:16]2[N:15]3[CH2:17][N:18]=[C:19]([CH3:20])[C:14]3=[CH:13][C:12]3[CH:21]=[N:22][CH:23]=[N:24][C:11]=3[C:10]=2[CH:9]=[CH:8][CH:7]=1)=[O:5])C.[OH-].[Na+].O.Cl>CCO>[CH3:20][C:19]1[C:14]2=[CH:13][C:12]3[CH:21]=[N:22][CH:23]=[N:24][C:11]=3[C:10]3[CH:9]=[CH:8][CH:7]=[C:6]([C:4]([OH:5])=[O:3])[C:16]=3[N:15]2[CH2:17][N:18]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 69923735HCID 69923735, compound

Product 1

HCID 69922862HCID 69922862, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of 6-methyl-9H-imidazo[1,5-a]pyrimido[5,4-d][1]benzazepine-10-carboxylic acid ethyl ester (1.6 g, 5 mmol) in EtOH (20 mL) was added sodium hydroxide (0.22 g, 5.5 mmol) and water (3.5 mL) and the resulting mixture was heated under reflux for 20 min. The mixture was then cooled to 0° C. and then hydrochloric acid (4 N, 1.32 mL) was added and the mixture was cooled in an ice-bath for 1 h. A solid formed and was filtered off and then dried under vacuum to leave the product (1.1 g, 77%) as off-white crystals, mp 285-287° C., m/z 292 (M).

Workup

  1. temperaturethe resulting mixture was heated
  2. temperatureunder reflux for 20 min
  3. temperaturethe mixture was cooled in an ice-bath for 1 h
  4. customA solid formed
  5. filtrationwas filtered off
  6. customdried under vacuum

Sources & evidence

ORD record
ord-f1532506b8c241cda4af8e5168f10626
Source dataset
uspto-grants-2004_02
Patent number
US06686352B2

Reaction notes

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