Acetic Anhydride → HCID 57842763, compound

HRID 735712Notes

Reaction equation

HRID 735712 reaction equation
[Br:1][C:2]1[CH:20]=[CH:19][C:5]([CH2:6][NH:7][CH2:8][C:9]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[O:10])=[CH:4][CH:3]=1.[C:21](OC(=O)C)(=[O:23])[CH3:22]>C(Cl)Cl>[Br:1][C:2]1[CH:20]=[CH:19][C:5]([CH2:6][N:7]([CH2:8][C:9]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[O:10])[C:21](=[O:23])[CH3:22])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 57842604HCID 57842604, compound

Product 1

HCID 57842763HCID 57842763, compoundYield 99.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 80A (500 mg, 1.50 mmol) in 5 mL CH2Cl2, were added TEA (0.229 mL, 1.65 mmol) and acetic anhydride (0.156 mL, 1.65 mmol). The mixture was stirred at rt for 2 h, then concentrated. The crude product was purified via flash chromatography (0 to 100% EtOAc in hexanes) to afford 80B (560 mg, 99%). MS (ESI) m/z 376.0 (M+H)+.

Workup

  1. concentrationconcentrated
  2. customThe crude product was purified via flash chromatography (0 to 100% EtOAc in hexanes)

Sources & evidence

ORD record
ord-6e714e0a511b47b18510355ca83e2b87
Source dataset
uspto-grants-2009_09
Patent number
US07592331B2

Reaction notes

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