Acetic Anhydride → HCID 86609480, compound

HRID 1171745Notes

Reaction equation

HRID 1171745 reaction equation
Cl.[C:2]([CH2:5][CH2:6][CH2:7][CH2:8][N:9]1[CH:13]=[C:12](/[CH:14]=[C:15]2\[CH2:16][N:17]([CH:22]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=3[F:34])[C:23]([CH:25]3[CH2:27][CH2:26]3)=[O:24])[CH2:18][CH2:19][CH:20]\2[SH:21])[N:11]=[N:10]1)([OH:4])=[O:3].[C:35](OC(=O)C)(=[O:37])[CH3:36]>>[C:35]([S:21][CH:20]1[CH2:19][CH2:18][N:17]([CH:22]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=2[F:34])[C:23]([CH:25]2[CH2:26][CH2:27]2)=[O:24])[CH2:16]/[C:15]/1=[CH:14]\[C:12]1[N:11]=[N:10][N:9]([CH2:8][CH2:7][CH2:6][CH2:5][C:2]([OH:4])=[O:3])[CH:13]=1)(=[O:37])[CH3:36]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 23138862HCID 23138862, compound

Product 1

HCID 86609480HCID 86609480, compoundYield 99%

Procedure

In a similar manner to that described in Example 183, (E)-3-{[1-(4-carboxybutyl)-1H-1,2,3-triazol-4-yl]methylidene}-1-[2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-4-sulfanylpiperidine hydrochloride (190 mg) was treated with acetic anhydride. The crude product extracted using conventional procedures was purified by chromatography on silica gel using a mixture of methanol and dichloromethane (1:99 to 7:93) as the eluent to afford the title compound as a colourless oil (190 mg, yield: 99%).

Workup

  1. extractionThe crude product extracted
  2. customwas purified by chromatography on silica gel using
  3. additiona mixture of methanol and dichloromethane (1:99 to 7:93) as the eluent

Sources & evidence

ORD record
ord-f06c8ede0ed044518cf3870f59cad1f5
Source dataset
uspto-grants-2010_11
Patent number
US07829580B2

Reaction notes

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