Acetic Anhydride → HCID 68313689, compound

HRID 2404402Notes

Reaction equation

HRID 2404402 reaction equation
C(O[C:5](=[O:7])[CH3:6])(=O)C.[CH3:8][C:9]1[C:18]2[C:13](=[C:14]([N+:19]([O-:21])=[O:20])[CH:15]=[CH:16][CH:17]=2)[CH:12]=[C:11]([NH2:22])[N:10]=1.C(N(CC)CC)C>C(Cl)Cl>[CH3:8][C:9]1[C:18]2[C:13](=[C:14]([N+:19]([O-:21])=[O:20])[CH:15]=[CH:16][CH:17]=2)[CH:12]=[C:11]([NH:22][C:5](=[O:7])[CH3:6])[N:10]=1

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 68313583HCID 68313583, compound

Product 1

HCID 68313689HCID 68313689, compoundYield 33%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Acetic anhydride (1.4 mL, 15 mmol) was added to a suspension of Example 141C (5 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 concentrated under reduced pressure to afford the title compound (0.40 g, 33% yield over three steps). MS (ESI) m/z 246 (M+H)+.

Workup

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

Sources & evidence

ORD record
ord-e17aed3bf31640d4bd8755f4b9595bed
Source dataset
uspto-grants-2014_08
Patent number
US08802711B2

Reaction notes

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