Acetic Anhydride → HCID 21048995, compound

HRID 2212379Notes

Reaction equation

HRID 2212379 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([C:11]2([C:22]3[CH:27]=[C:26]([F:28])[CH:25]=[CH:24][C:23]=3[F:29])[CH2:16][CH2:15][CH:14]([O:17][S:18](=[O:21])(=[O:20])[NH2:19])[CH2:13][CH2:12]2)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[C:30](OC(=O)C)(=[O:32])[CH3:31]>N1C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([C:11]2([C:22]3[CH:27]=[C:26]([F:28])[CH:25]=[CH:24][C:23]=3[F:29])[CH2:12][CH2:13][CH:14]([O:17][S:18](=[O:20])(=[O:21])[NH:19][C:30](=[O:32])[CH3:31])[CH2:15][CH2:16]2)(=[O:10])=[O:9])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 21048961HCID 21048961, compound

Product 1

HCID 21048995HCID 21048995, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of the product from Example 119 (69 mg, 0.15 mmol) in pyridine (2 mL) was treated with acetic anhydride (2 μL) at room temperature. After stirring for 2.5 hours, ice was added to the mixture until a white precipitate formed. The mixture was extracted with ethyl acetate, washed with water and brine, dried (MgSO4) and evaporated. The product was purified by flash chromatography on silica eluting with 50% ethyl acetate/iso-hexane to obtain the title compound as a white solid (14 mg). MS (ES+) 530 ([MNa]+).

Workup

  1. additionice was added to the mixture until a white precipitate
  2. customformed
  3. extractionThe mixture was extracted with ethyl acetate
  4. washwashed with water and brine
  5. dry with materialdried (MgSO4)
  6. customevaporated
  7. customThe product was purified by flash chromatography on silica eluting with 50% ethyl acetate/iso-hexane

Sources & evidence

ORD record
ord-ad70c0c291584230885e9ccdbfb29969
Source dataset
uspto-grants-2006_09
Patent number
US07101895B2

Reaction notes

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