1,3,4-Thiadiazol-2-amine → HCID 57756788, compound

HRID 228032Notes

Reaction equation

HRID 228032 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[S:26][CH:27]=[N:28][N:29]=1>>[S:26]1[CH:27]=[N:28][N:29]=[C:25]1[NH:24][C:1]([C:4]12[CH2:9][CH2:8][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])([CH2:10][CH2:11]1)[CH2:6][CH2:5]2)=[O:3]

Participants

3

Reactant 2

HCID 199091,3,4-Thiadiazol-2-amineHCID 57634365(2S,4S)-1-[[N-(4-carboxybicyclo[2,2,2]oct-1-yl)amino]acetyl]-4-fluoropyrrolidine-2-carbonitrile

Product 1

HCID 57756788HCID 57756788, compoundYield 33.3%

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 2-amino-1,3,4-thiadiazole (34.4 mg) were used to obtain (2S,4S)-1-[[N-[4-[N-(1,3,4-thiadiazol-2-yl)amino]carbonylbicyclo[2.2.2]oct-1-yl]amino]acetyl]-4-fluoropyrrolidine-2-carbonitrile (20.9 mg).

Sources & evidence

ORD record
ord-9f94b15ea839418c8a74321d4fba8bcc
Source dataset
uspto-grants-2009_07
Patent number
US07560569B2

Reaction notes

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