Formaldehyde → HCID 49834400, compound

HRID 2045966Notes

Reaction equation

HRID 2045966 reaction equation
Cl.[NH2:2][CH2:3][CH2:4][O:5][C:6]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9](=[O:16])[NH:8][C:7]=1[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[CH2:23]=O>C(O)=O>[CH3:23][NH:2][CH2:3][CH2:4][O:5][C:6]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9](=[O:16])[NH:8][C:7]=1[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 712FormaldehydeHCID 66819730HCID 66819730, compound

Product 1

HCID 49834400HCID 49834400, compoundYield 51.6%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

To a solution of 25 mg (0.079 mmol) of 4-(2-amino-ethoxy)-3-phenyl-2H-isoquinolin-1-one hydrochloride (cmpd. 1) in formic acid (0.1 mL), 8 μL (0.08 mmol) of formaldehyde (37% in water) were added and the mixture was refluxed for 1 hour. The solvent was concentrated under reduced pressure and the resulting crude was purified by preparative HPLC affording 12 mg of the title compound (51%).

Workup

  1. temperaturethe mixture was refluxed for 1 hour
  2. concentrationThe solvent was concentrated under reduced pressure
  3. customthe resulting crude was purified by preparative HPLC

Sources & evidence

ORD record
ord-e96e0ea7e14148f0a337d31f9e6bd2e3
Source dataset
uspto-grants-2013_11
Patent number
US08592416B2

Reaction notes

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