5-Morpholin-4-yl-1,3,4-oxadiazol-2-ylamine → HCID 57756728, compound

HRID 228058Notes

Reaction equation

HRID 228058 reaction equation
[C:1]([C:4]12[CH2:11][CH2:10][C:7]([NH:12][CH2:13][C:14]([N:16]3[CH2:20][C@@H:19]([F:21])[CH2:18][C@H:17]3[C:22]#[N:23])=[O:15])([CH2:8][CH2:9]1)[CH2:6][CH2:5]2)([OH:3])=O.[NH2:24][C:25]1[O:26][C:27]([N:30]2[CH2:35][CH2:34][O:33][CH2:32][CH2:31]2)=[N:28][N:29]=1>>[F:21][C@@H:19]1[CH2:20][N:16]([C:14](=[O:15])[CH2:13][NH:12][C:7]23[CH2:8][CH2:9][C:4]([C:1]([NH:24][C:25]4[O:26][C:27]([N:30]5[CH2:31][CH2:32][O:33][CH2:34][CH2:35]5)=[N:28][N:29]=4)=[O:3])([CH2:11][CH2:10]2)[CH2:5][CH2:6]3)[C@H:17]([C:22]#[N:23])[CH2:18]1

Participants

3

Reactant 2

HCID 27601385-Morpholin-4-yl-1,3,4-oxadiazol-2-ylamineHCID 57634365(2S,4S)-1-[[N-(4-carboxybicyclo[2,2,2]oct-1-yl)amino]acetyl]-4-fluoropyrrolidine-2-carbonitrile

Product 1

HCID 57756728HCID 57756728, compoundYield 13.7%

Procedure

In a similar manner to Example 87, (2S,4S)-1-[[N-(4-carboxybicyclo[2.2.2]oct-1-yl)amino]acetyl]-4-fluoropyrrolidine-2-carbonitrile (50.0 mg) and 4-(2-amino-1,3,4-oxadiazole-5-yl)morpholine (57.9 mg) were used to obtain (2S,4S)-4-fluoro-1-[[N-[4-[N-[5-(4-morpholinyl)-1,3,4-oxadiazol-2-yl]amino]carbonylbicyclo[2.2.2]oct-1-yl]amino]acetyl]pyrrolidine-2-carbonitrile (10.1 mg).

Sources & evidence

ORD record
ord-8783d75d6f6d4923b7987b3e3a7946ad
Source dataset
uspto-grants-2009_07
Patent number
US07560569B2

Reaction notes

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