Maleic Acid → HCID 13773315, compound

HRID 1651464Notes

Reaction equation

HRID 1651464 reaction equation
[CH2:1]([O:3][C:4]([C@@H:6]([NH:15][C@H:16]([C:18]([N:20]1[N:24]=[C:23]([N:25]2[CH2:30][CH2:29][O:28][CH2:27][CH2:26]2)[S:22][C@H:21]1[C:31]([OH:33])=[O:32])=[O:19])[CH3:17])[CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:5])[CH3:2].[C:34]([OH:41])(=[O:40])/[CH:35]=[CH:36]\[C:37]([OH:39])=[O:38]>C(O)C>[C:34]([OH:41])(=[O:40])/[CH:35]=[CH:36]\[C:37]([OH:39])=[O:38].[CH2:1]([O:3][C:4]([C@@H:6]([NH:15][C@H:16]([C:18]([N:20]1[N:24]=[C:23]([N:25]2[CH2:30][CH2:29][O:28][CH2:27][CH2:26]2)[S:22][C@H:21]1[C:31]([OH:33])=[O:32])=[O:19])[CH3:17])[CH2:7][CH2:8][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 444266Maleic AcidHCID 13773314HCID 13773314, compound

Product 1

HCID 13773315HCID 13773315, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 3-[N-(1-(S)-ethoxycarbonyl-3-phenylpropyl)-L-alanyl]-2,3-dihydro-5-(morpholin-4-yl)-1,3,4-thiadiazole-2-(S)-carboxylic acid (0.47 g) (prepared from the appropriate starting materials by the process of Example 4) in ethanol (25 ml) was treated with maleic acid (0.11 g). The solvent was removed by evaporation. Trituration of the residue with acetonitrile gave the title product as a white solid (0.31 g). mp 174°-175°.

Workup

  1. customThe solvent was removed by evaporation

Sources & evidence

ORD record
ord-a315e0ebdb6d40ec9999d2341f46849d
Source dataset
uspto-grants-1990_05
Patent number
US04927822

Reaction notes

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