Acetic Anhydride → HCID 178493139, compound

HRID 722046Notes

Reaction equation

HRID 722046 reaction equation
[C:1](OC(=O)C)(=[O:3])[CH3:2].[CH3:8][O:9][C:10]1[CH:15]=[CH:14][N:13]=[C:12]([CH2:16][CH2:17][C:18]2[NH:33][C:21]3=[N:22][CH:23]=[C:24]([C:26]4[CH:31]=[CH:30][C:29]([NH2:32])=[CH:28][CH:27]=4)[CH:25]=[C:20]3[N:19]=2)[CH:11]=1>ClCCl>[CH3:8][O:9][C:10]1[CH:15]=[CH:14][N:13]=[C:12]([CH2:16][CH2:17][C:18]2[NH:33][C:21]3=[N:22][CH:23]=[C:24]([C:26]4[CH:31]=[CH:30][C:29]([NH:32][C:1](=[O:3])[CH3:2])=[CH:28][CH:27]=4)[CH:25]=[C:20]3[N:19]=2)[CH:11]=1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 178493138HCID 178493138, compound

Product 1

HCID 178493139HCID 178493139, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.025 ml of acetic acid anhydride are added to 0.086 g of 2-[2-(4-methoxypyridin-2-yl)ethyl]-6-(4-aminophenyl)-3H-imidazo[4,5-b]pyridine (example 27) in 2 ml of dichloromethane and the mixture is stirred at ambient temperature for three hours. The solvent is evaporated in vacuo and the residue is is chromatographed on a silica gel column (dichloromethane/methanol 18:1+2% aqueous ammonia solution (25% strength)). Concentration of the chromatographically pure fractions and drying gives 0.085 g of the title compound as a solid of m.p. 220–221° C. The mass spectrum shows the molecular peaks MH+ and 2MNa+ at 388.4 and 797.0 Da.

Workup

  1. customThe solvent is evaporated in vacuo
  2. customthe residue is is chromatographed on a silica gel column (dichloromethane/methanol 18:1+2% aqueous ammonia solution (25% strength))
  3. customConcentration of the chromatographically pure fractions and drying

Sources & evidence

ORD record
ord-e296998c8dd441b2a1bf4a1f5da66a6f
Source dataset
uspto-grants-2006_11
Patent number
US07138399B2

Reaction notes

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