Acetic Anhydride → N-(1-Methyl-3-isoquinolinyl)acetamide

HRID 2404401Notes

Reaction equation

HRID 2404401 reaction equation
C(O[C:5](=[O:7])[CH3:6])(=O)C.[CH3:8][C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:12]=[C:11]([NH2:19])[N:10]=1.C(N(CC)CC)C>C(Cl)Cl>[CH3:8][C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:12]=[C:11]([NH:19][C:5](=[O:7])[CH3:6])[N:10]=1

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 15426261HCID 15426261, compound

Product 1

HCID 68313216N-(1-Methyl-3-isoquinolinyl)acetamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Acetic anhydride (1.4 mL, 15 mmol) was added to a suspension of Example 141A (0.79 g, 5.0 mmol) and triethylamine (0.76 ml, 5.5 mmol) in CH2Cl2 (20 mL) at ambient temperature. The mixture was stirred for 3.5 hours, then the volatiles were removed under reduced pressure. The residue was chased with toluene (3×25 mL) and then concentrated under reduced pressure to provide the title compound. MS (ESI) m/z 201 (M+H)+.

Workup

  1. customthe volatiles were removed under reduced pressure
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-623146ec92544aa08d37a3e6ca281e3a
Source dataset
uspto-grants-2014_08
Patent number
US08802711B2

Reaction notes

Loading…