Succinic anhydride → HCID 57665033, compound

HRID 1717400Notes

Reaction equation

HRID 1717400 reaction equation
[CH2:1]([NH:3][C:4]([C:6]1[CH:11]=[CH:10][C:9]([N:12]2[C:16]([CH2:17][O:18][C:19]3[CH:24]=[CH:23][CH:22]=[C:21]([F:25])[CH:20]=3)=[C:15]([C:26]([NH:28][CH2:29][CH2:30][OH:31])=[O:27])[N:14]=[N:13]2)=[CH:8][CH:7]=1)=[O:5])[CH3:2].[O:32]1[C:36](=[O:37])[CH2:35][CH2:34][C:33]1=[O:38]>N1C=CC=CC=1>[CH2:1]([NH:3][C:4]([C:6]1[CH:7]=[CH:8][C:9]([N:12]2[C:16]([CH2:17][O:18][C:19]3[CH:24]=[CH:23][CH:22]=[C:21]([F:25])[CH:20]=3)=[C:15]([C:26]([NH:28][CH2:29][CH2:30][O:31][C:36](=[O:37])[CH2:35][CH2:34][C:33]([OH:38])=[O:32])=[O:27])[N:14]=[N:13]2)=[CH:10][CH:11]=1)=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 7922Succinic anhydrideHCID 57665008HCID 57665008, compound

Product 1

HCID 57665033HCID 57665033, compoundYield 65.1%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of 1-{4-[(ethylamino)carbonyl]phenyl}-5-[(3-fluorophenoxy)methyl]-N-(2-hydroxyethyl)-1H-1,2,3-triazole-4-carboxamide (500 mg) obtained in Example 498 in pyridine (10 ml) was added dihydrofuran-2,5-dione (234 mg), and the mixture was heated at 80° C. for 14 hr. The reaction solution was concentrated under reduced pressure, and the residue was recrystallized from ethyl acetate/hexane to give the title compound as a colorless powder (402 mg).

Workup

  1. concentrationThe reaction solution was concentrated under reduced pressure
  2. customthe residue was recrystallized from ethyl acetate/hexane

Sources & evidence

ORD record
ord-10054730dc764b42bdfc92130d436348
Source dataset
uspto-grants-2010_09
Patent number
US07803822B2

Reaction notes

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