Acetic Anhydride → HCID 59577904, compound

HRID 2194118Notes

Reaction equation

HRID 2194118 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8]([N:11]1[CH2:32][CH2:31][C:14]2([C:18](=[O:19])[N:17]([C:20]3[CH:25]=[CH:24][C:23]([CH2:26][C:27]([NH:29][OH:30])=[NH:28])=[CH:22][CH:21]=3)[CH2:16][CH2:15]2)[CH2:13][CH2:12]1)(=[O:10])=[O:9].[C:33](OC(=O)C)(=O)[CH3:34]>>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8]([N:11]1[CH2:12][CH2:13][C:14]2([C:18](=[O:19])[N:17]([C:20]3[CH:25]=[CH:24][C:23]([CH2:26][C:27]4[N:28]=[C:33]([CH3:34])[O:30][N:29]=4)=[CH:22][CH:21]=3)[CH2:16][CH2:15]2)[CH2:31][CH2:32]1)(=[O:10])=[O:9]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 178510824HCID 178510824, compound

Product 1

HCID 59577904HCID 59577904, compound

Procedure

Above 2-{4-[8-(2-chloro-benzenesulfonyl)-1-oxo-2,8-diaza-spiro[4.5]dec-2-yl]-phenyl}-N-hydroxy-acetamidine (150 mg) were treated at RT with acetic anhydride (40 ml) and then refluxed for 30 minutes. The reaction mixture was concentrated in vacuo, the residue purified by chromatography on silica gel to give the desired 8-(2-chloro-benzenesulfonyl)-2-[4-(5-methyl-[1,2,4]oxadiazol-3-ylmethyl)-phenyl]-2,8-diaza-spiro[4.5]decan-1-one as a light yellow crystalline solid. MS (ESI): 502.1 (MH+).

Workup

  1. temperaturerefluxed for 30 minutes
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. customthe residue purified by chromatography on silica gel

Sources & evidence

ORD record
ord-0ee9656c7dcd4df59877f3e1bf683820
Source dataset
uspto-grants-2012_12
Patent number
US08329904B2

Reaction notes

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