Pyridine → HCID 67624905, compound

HRID 1290197Notes

Reaction equation

HRID 1290197 reaction equation
Cl.Cl.[Br:3][C:4]1[N:8]2[CH:9]=[CH:10][CH:11]=[C:12]([O:13][CH2:14][C:15]3[C:20]([Cl:21])=[CH:19][CH:18]=[C:17]([N:22]([C:24](=[O:34])[CH2:25][NH:26][C:27](=[O:33])[C@@H:28]4[CH2:32][CH2:31][CH2:30][NH:29]4)[CH3:23])[C:16]=3[Cl:35])[C:7]2=[N:6][C:5]=1[CH3:36].[C:37](OC(=O)C)(=[O:39])[CH3:38].N1C=CC=CC=1>C(Cl)Cl>[C:37]([N:29]1[CH2:30][CH2:31][CH2:32][C@H:28]1[C:27]([NH:26][CH2:25][C:24]([N:22]([C:17]1[C:16]([Cl:35])=[C:15]([C:20]([Cl:21])=[CH:19][CH:18]=1)[CH2:14][O:13][C:12]1[C:7]2[N:8]([C:4]([Br:3])=[C:5]([CH3:36])[N:6]=2)[CH:9]=[CH:10][CH:11]=1)[CH3:23])=[O:34])=[O:33])(=[O:39])[CH3:38]

Participants

5

Reactant 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 67626423HCID 67626423, compound

Product 1

HCID 67624905HCID 67624905, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 3-bromo-8-[2,6-dichloro-3-[N-(L-prolylglycyl)-N-methylamino]benzyloxy]-2-methylimidazo[1,2-a]pyridine dihydrochloride (40 mg), acetic anhydride (0.01 ml), pyridine (0.03 ml) and methylene chloride (2 ml) was stirred for 2 hours at ambient temperature. The mixture was washed with water twice, dried over magnesium sulfate, and concentrated in vacuo to give 8-[3-[N-(acetyl-L-prolylglycyl)-N-methylamino]-2,6-dichlorobenzyloxy]-3-bromo-2-methylimidazo[1,2-a]pyridine (31 mg).

Workup

  1. washThe mixture was washed with water twice
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-106b3d268c3e4adcb0d190b13e921248
Source dataset
uspto-grants-1998_05
Patent number
US05750699

Reaction notes

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