Acetic Anhydride → HCID 18465400, compound

HRID 2230175Notes

Reaction equation

HRID 2230175 reaction equation
[C:1]1([C:7]2([N:14]3[CH2:19][CH2:18][CH:17]([N:20]4[C:24]5[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=5[NH:22][C:21]4=[O:29])[CH2:16][CH2:15]3)[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:30](OC(=O)C)(=[O:32])[CH3:31].CN(C1C=CC=CN=1)C>N1C=CC=CC=1>[C:30]([N:22]1[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[N:20]([CH:17]2[CH2:18][CH2:19][N:14]([C:7]3([C:1]4[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=4)[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]3)[CH2:15][CH2:16]2)[C:21]1=[O:29])(=[O:32])[CH3:31]

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 218852-DimethylaminopyridineHCID 9821733HCID 9821733, compound

Product 1

HCID 18465400HCID 18465400, compoundYield 72.5%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of 1-[1-(1-phenylcycloheptyl)-4-piperidyl]-1,3-dihydro-2H-1,3-benzimidazol-2-one (60 mg, 0.154 mmol, this was prepared as Example 17), pyridine (1 ml), acetic anhydride (44 μl, 0.462 mmol), and dimethylaminopyridine (6 mg, 0.0462 mmol) was stirred at room temperature for 1 h. After evaporation of the solvent, the residue was purified by preparative TLC (acetone/hexane:1/2) to give 48.2 mg (72.5%) of colorless oil.

Workup

  1. customAfter evaporation of the solvent
  2. customthe residue was purified by preparative TLC (acetone/hexane:1/2)

Sources & evidence

ORD record
ord-4fd322c6e74c4a4e8456415709e82f12
Source dataset
uspto-grants-2002_07
Patent number
US06423725B1

Reaction notes

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