Acetic Anhydride → HCID 22727272, compound

HRID 2086307Notes

Reaction equation

HRID 2086307 reaction equation
[ClH:1].Cl.[NH2:3][CH2:4][CH:5]1[N:10]([N:11]([CH3:24])[CH:12]2[CH2:17][CH2:16][N:15]([C:18]3[CH:23]=[CH:22][N:21]=[CH:20][CH:19]=3)[CH2:14][CH2:13]2)[C:9](=[O:25])[CH2:8][N:7]([S:26]([C:29]2[CH:38]=[CH:37][C:36]3[C:31](=[CH:32][CH:33]=[C:34]([Cl:39])[CH:35]=3)[CH:30]=2)(=[O:28])=[O:27])[CH2:6]1.C(N(CC)CC)C.[C:47](OC(=O)C)(=[O:49])[CH3:48]>C(Cl)Cl>[ClH:39].[ClH:1].[Cl:39][C:34]1[CH:35]=[C:36]2[C:31](=[CH:32][CH:33]=1)[CH:30]=[C:29]([S:26]([N:7]1[CH2:8][C:9](=[O:25])[N:10]([N:11]([CH3:24])[CH:12]3[CH2:17][CH2:16][N:15]([C:18]4[CH:23]=[CH:22][N:21]=[CH:20][CH:19]=4)[CH2:14][CH2:13]3)[CH:5]([CH2:4][NH:3][C:47](=[O:49])[CH3:48])[CH2:6]1)(=[O:27])=[O:28])[CH:38]=[CH:37]2

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 22727171HCID 22727171, compound

Product 1

HCID 22727272HCID 22727272, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 6-(aminomethyl)-4-[(6-chloro-2-naphthyl)sulfonyl]-1-[methyl[1-(4-pyridinyl)-4-piperidinyl]amino]-2-piperazinone dihydrochloride (0.14 g) obtained in Example 113, triethylamine (0.16 ml) and methylene chloride (3 ml) was combined with acetic anhydride (0.043 ml) with stirring at room temperature and then stirred for 24 hours. The reaction mixture was concentrated under reduced pressure, and the residue was purified on a CHP-20 column (water→1% 1N hydrochloric acid-containing 30% aqueous solution of acetonitrile) to obtain the title compound (0.12 g) as a colorless powder.

Workup

  1. stirringstirred for 24 hours
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. customthe residue was purified on a CHP-20 column (water→1% 1N hydrochloric acid-containing 30% aqueous solution of acetonitrile)

Sources & evidence

ORD record
ord-7c2f2692f26446978e6abea54a2fc31d
Source dataset
uspto-grants-2004_04
Patent number
US06723722B1

Reaction notes

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