Diisopropylethylamine → HCID 178471676, compound

HRID 1876031Notes

Reaction equation

HRID 1876031 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][NH2:9])=[CH:4][C:3]=1[O:10][CH3:11].CCN(C(C)C)C(C)C.[CH2:21]([O:23][CH:24]([O:29][CH2:30][CH3:31])[C:25](=[NH:28])OC)[CH3:22]>CO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][NH:9][C:25](=[NH:28])[CH:24]([O:29][CH2:30][CH3:31])[O:23][CH2:21][CH3:22])=[CH:4][C:3]=1[O:10][CH3:11]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 15548036(4-Chloro-3-methoxyphenyl)methanamineHCID 17874536Methyl 2,2-diethoxyethanecarboximidate

Product 1

HCID 178471676HCID 178471676, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Conditions

Temperature
70 °C

Procedure

To a mixture of (4-chloro-3-methoxyphenyl)methanamine (392 mg, 2.284 mmol) (as the hydrochloride salt), Hunig's Base (0.5 mL, 2.86 mmol), and MeOH (2 mL) was added a solution of methyl 2,2-diethoxyacetimidate (295 mg, 1.83 mmol) in MeOH (1 mL) and the resulting mixture was heated with stirring in an oil bath at 70° C. for 2 hrs and allowed to cool to room temperature over 3 days. The solvent was removed in vacuo and the residue was used without further purification.

Workup

  1. temperaturethe resulting mixture was heated
  2. temperatureto cool to room temperature over 3 days
  3. customThe solvent was removed in vacuo
  4. customthe residue was used without further purification

Sources & evidence

ORD record
ord-d8014348f1ca49099ee4672229fdf20d
Source dataset
uspto-grants-2012_11
Patent number
US08309577B2

Reaction notes

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