Acetic Anhydride → HCID 12074888, compound

HRID 1455674Notes

Reaction equation

HRID 1455674 reaction equation
[Cl:1][C:2]1[S:6][C:5]([C:7]([NH:9][C:10]2[CH:18]=[CH:17][CH:16]=[C:15]3[C:11]=2[C:12](=[O:30])[N:13]([CH2:20][CH2:21][C:22](=[O:29])[N:23]2[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]2)[C:14]3=[O:19])=[O:8])=[CH:4][CH:3]=1.C(N(CC)CC)C.[C:38](OC(=O)C)(=[O:40])[CH3:39]>C1COCC1.C(Cl)Cl>[C:38]([N:26]1[CH2:25][CH2:24][N:23]([C:22](=[O:29])[CH2:21][CH2:20][N:13]2[C:12](=[O:30])[C:11]3[C:15](=[CH:16][CH:17]=[CH:18][C:10]=3[NH:9][C:7]([C:5]3[S:6][C:2]([Cl:1])=[CH:3][CH:4]=3)=[O:8])[C:14]2=[O:19])[CH2:28][CH2:27]1)(=[O:40])[CH3:39]

Participants

6

Reactant 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 18440686HCID 18440686, compound

Product 1

HCID 12074888HCID 12074888, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8028TetrahydrofuranSolvent

Procedure

90 mg (0.2 mmol) of 5-chloro-N-{1,3-dioxo-2-[3-oxo-3-(1-piperazinyl)propyl]-2,3-dihydro-1H-isoindol-4-yl}-2-thiophenecarboxamide and 41 mg (0.4 mmol) of triethylamine are dissolved in 10 ml of THF, and 20.6 mg (0.2 mmol) of acetic anhydride are added. The reaction mixture is stirred at room temperature for 5 h, diluted with methylene chloride, washed with water, dried over magnesium sulfate, filtered and concentrated. This gives 81 mg (82% of theory) of the product.

Workup

  1. washwashed with water
  2. dry with materialdried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-e702f854379445de83fa1b94db255e1c
Source dataset
uspto-grants-2009_01
Patent number
US07482472B2

Reaction notes

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