Succinic anhydride → HCID 54095300, compound

HRID 1290218Notes

Reaction equation

HRID 1290218 reaction equation
[NH2:1][C:2]1[CH:38]=[CH:37][C:5]([CH:6]=[CH:7][C:8]([NH:10][CH2:11][C:12]([N:14]([C:16]2[C:17]([Cl:36])=[C:18]([C:32]([Cl:35])=[CH:33][CH:34]=2)[CH2:19][O:20][C:21]2[C:22]3[N:23]([C:27]([Br:31])=[C:28]([CH3:30])[N:29]=3)[CH:24]=[CH:25][CH:26]=2)[CH3:15])=[O:13])=[O:9])=[CH:4][CH:3]=1.[C:39]1(=[O:45])[O:44][C:42](=[O:43])[CH2:41][CH2:40]1>O1CCOCC1>[Br:31][C:27]1[N:23]2[CH:24]=[CH:25][CH:26]=[C:21]([O:20][CH2:19][C:18]3[C:32]([Cl:35])=[CH:33][CH:34]=[C:16]([N:14]([C:12](=[O:13])[CH2:11][NH:10][C:8](=[O:9])[CH:7]=[CH:6][C:5]4[CH:4]=[CH:3][C:2]([NH:1][C:39](=[O:45])[CH2:40][CH2:41][C:42]([OH:44])=[O:43])=[CH:38][CH:37]=4)[CH3:15])[C:17]=3[Cl:36])[C:22]2=[N:29][C:28]=1[CH3:30]

Participants

4

Reactant 2

HCID 7922Succinic anhydrideHCID 54562188HCID 54562188, compound

Product 1

HCID 54095300HCID 54095300, compoundYield 100.4%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of 8-[3-[N-(4-aminocinnamoylglycyl)-N-methylamino]-2,6-dichlorobenzyloxy]-3-bromo-2-methylimidazo[1,2-a]pyridine (150 mg) and succinic anhydride (26 mg) in dioxane (3 ml) was refluxed for 2 hours. After cooling, the solution was removed in vacuo to give 3-bromo-8-[3-[N-[4-(3-carboxypropionamido)cinnamoylglycyl]-N-methylamino]-2,6-dichlorobenzyloxy]-2-methylimidazo[1,2-a]pyridine (175 mg) as amorphous.

Workup

  1. temperatureAfter cooling
  2. customthe solution was removed in vacuo

Sources & evidence

ORD record
ord-f8ecaba88ca649e9a1fde9b7c180bc31
Source dataset
uspto-grants-1998_05
Patent number
US05750699

Reaction notes

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