Acetic Anhydride → HCID 21925553, compound

HRID 2118040Notes

Reaction equation

HRID 2118040 reaction equation
C(O[C:5](=[O:7])[CH3:6])(=O)C.[Cl:8][C:9]1[CH:23]=[CH:22][C:21]2[N:20]3[C:16](=[N:17][N:18]=[C:19]3[CH:24]3[CH2:29][CH2:28][N:27]([C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][N:31]=4)[CH2:26][CH2:25]3)[CH2:15][NH:14][CH2:13][CH2:12][C:11]=2[CH:10]=1.C(N(CC)CC)C>ClCCl>[Cl:8][C:9]1[CH:23]=[CH:22][C:21]2[N:20]3[C:16](=[N:17][N:18]=[C:19]3[CH:24]3[CH2:25][CH2:26][N:27]([C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][N:31]=4)[CH2:28][CH2:29]3)[CH2:15][N:14]([C:5](=[O:7])[CH3:6])[CH2:13][CH2:12][C:11]=2[CH:10]=1

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 21925535HCID 21925535, compound

Product 1

HCID 21925553HCID 21925553, compoundYield 91.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Acetic anhydride (35 □l, 0.37 mmol) was added to a solution of the amine of example 22 (120 mg, 0.30 mmol) and triethylamine in dichloromethane (5 ml) and stirred at room temperature for 2 hours. The dichloromethane was evaporated off under reduced pressure and the residue was purified by chromatography on silica gel using methanol and ammonium hydroxide in dichloromethane (5:0.5:95) as eluant, to afford the title compound as a white solid (120 mg).

Workup

  1. customThe dichloromethane was evaporated off under reduced pressure
  2. customthe residue was purified by chromatography on silica gel

Sources & evidence

ORD record
ord-45109418c06d4ede8249cbafec81bc6c
Source dataset
uspto-grants-2008_10
Patent number
US07442795B2

Reaction notes

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