Ethyl 5-phenyl-1,3,4-oxadiazole-2-carboxylate → HCID 123909477, compound

HRID 404100Notes

Reaction equation

HRID 404100 reaction equation
[CH3:1][CH:2]([CH3:38])[C@H:3]([N:8]1[CH2:16][C:15]2[C:10](=[CH:11][C:12]([C:17]3[CH:22]=[CH:21][C:20]([NH:23][C:24]([C:26]4SC(C5C=CC=CC=5)=C[N:30]=4)=[O:25])=[CH:19][CH:18]=3)=[CH:13][CH:14]=2)[C:9]1=[O:37])[C:4]([O:6][CH3:7])=[O:5].NC1C=CC([C:46]2[CH:54]=[C:53]3[C:49](C[N:51]([C@@H](C(C)C)C(OC)=O)[C:52]3=[O:55])=[CH:48][CH:47]=2)=CC=1.C1(C2OC(C(OCC)=O)=NN=2)C=CC=CC=1>>[CH3:1][CH:2]([CH3:38])[C@H:3]([N:8]1[CH2:16][C:15]2[C:10](=[CH:11][C:12]([C:17]3[CH:18]=[CH:19][C:20]([NH:23][C:24]([C:26]4[O:55][C:52]([C:53]5[CH:54]=[CH:46][CH:47]=[CH:48][CH:49]=5)=[N:51][N:30]=4)=[O:25])=[CH:21][CH:22]=3)=[CH:13][CH:14]=2)[C:9]1=[O:37])[C:4]([O:6][CH3:7])=[O:5]

Participants

4

Reactant 3

HCID 651752Ethyl 5-phenyl-1,3,4-oxadiazole-2-carboxylateHCID 123332092(S)-Methyl 3-methyl-2-(1-oxo-6-(4-(5-phenylthiazole-2-carboxamido)phenyl)isoindolin-2-yl)butanoateHCID 131731441(S)-Methyl 2-(6-(4-aminophenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate

Product 1

HCID 123909477HCID 123909477, compoundYield 44%

Procedure

The compound of example 625 was prepared analogous to the compound of example 611 by reaction of compound of example 6 with commercially available ethyl 5-phenyl-1,3,4-oxadiazole-2-carboxylate (Enamine Ltd, Ukraine, Europe).

Sources & evidence

ORD record
ord-b1b35077aecf403cb2de409e1edcc749
Source dataset
uspto-grants-2014_06
Patent number
US08748426B2

Reaction notes

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