HCID 69661640, compound → HCID 28804549, compound

HRID 892092Notes

Reaction equation

HRID 892092 reaction equation
C([NH:9][C@@H:10]([CH2:13][C:14]1[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=1)[CH2:11][OH:12])(=O)C1C=CC=CC=1>Cl>[NH2:9][C@@H:10]([CH2:13][C:14]1[CH:15]=[CH:16][N:17]=[CH:18][CH:19]=1)[CH2:11][OH:12]

Participants

3

Reactant 1

HCID 69661640HCID 69661640, compound

Product 1

HCID 28804549HCID 28804549, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

To Compound A2 (550 mg, 2.15 mmol) obtained in Reference Example 2 was added concentrated hydrochloric acid (10 mL), and the mixture was stirred with heating for 7 hours. After the reaction mixture was cooled and the deposited solid was removed by filtration, the filtrate was concentrated under reduced pressure. The resulting oil was dissolved in methanol (20 mL) and water (1 mL), and to the solution was added BioRad AG-X8 (hydroxide form) until the solution became alkaline. After the resin was removed by filtration, the filtrate was concentrated under reduced pressure to obtain the title compound (310 mg, 95%).

Workup

  1. temperaturewith heating for 7 hours
  2. temperatureAfter the reaction mixture was cooled
  3. customthe deposited solid was removed by filtration
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. dissolutionThe resulting oil was dissolved in methanol (20 mL)
  6. additionwater (1 mL), and to the solution was added BioRad
  7. customAfter the resin was removed by filtration
  8. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-349c9cd8ab4b456090be16e725071b46
Source dataset
uspto-grants-2006_02
Patent number
US07005430B2

Reaction notes

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