Acetic Anhydride → HCID 59996343, compound

HRID 1814041Notes

Reaction equation

HRID 1814041 reaction equation
[C:1](OC(=O)C)(=[O:3])[CH3:2].[CH:8]12[NH:13][CH:12]1[CH2:11][N:10]([C:14]1[CH:19]=[CH:18][C:17]([N:20]3[CH2:24][C@H:23]([CH2:25][NH:26][C:27](=[O:29])[CH3:28])[O:22][C:21]3=[O:30])=[CH:16][C:15]=1[F:31])[CH2:9]2.C(N(CC)CC)C>ClCCl>[C:1]([N:13]1[CH:12]2[CH:8]1[CH2:9][N:10]([C:14]1[CH:19]=[CH:18][C:17]([N:20]3[CH2:24][C@H:23]([CH2:25][NH:26][C:27](=[O:29])[CH3:28])[O:22][C:21]3=[O:30])=[CH:16][C:15]=1[F:31])[CH2:11]2)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 59996350HCID 59996350, compound

Product 1

HCID 59996343HCID 59996343, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Acetic anhydride (3.5 μL, 0.05 mmol) was added to a cooled (0° C.) solution of N-({(5S)-3-[4-(3,6-diazabicyclo[3.1.0]hex-3-yl)-3-fluorophenyl]-2-oxo-1,3-oxazolidin-5-yl}methyl)acetamide (12 mg, 0.036 mmol) in triethylamine (10 μL, 0.072 mmol) and dichloromethane (0.7 mL). After 1 hour, the solution was diluted with dichloromethane, and washed with dilute NaHCO3, brine, and dried (MgSO4), filtered and concentrated. Purification by pTLC (4% MeOH—CH2Cl2) provided the title compound.

Workup

  1. washwashed with dilute NaHCO3, brine
  2. dry with materialdried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customPurification by pTLC (4% MeOH—CH2Cl2)

Sources & evidence

ORD record
ord-a29b1051a46e4081b4d5c0ab61eed60e
Source dataset
uspto-grants-2005_04
Patent number
US06875784B2

Reaction notes

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