5-Adamantan-1-yl-[1,3,4]thiadiazol-2-ylamine → HCID 57756844, compound

HRID 228050Notes

Reaction equation

HRID 228050 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.[C:24]12([C:34]3[S:38][C:37]([NH2:39])=[N:36][N:35]=3)[CH2:33][CH:28]3[CH2:29][CH:30]([CH2:32][CH:26]([CH2:27]3)[CH2:25]1)[CH2:31]2>>[C:24]12([C:34]3[S:38][C:37]([NH:39][C:1]([C:4]45[CH2:11][CH2:10][C:7]([NH:12][CH2:13][C:14]([N:16]6[CH2:20][C@@H:19]([F:21])[CH2:18][C@H:17]6[C:22]#[N:23])=[O:15])([CH2:6][CH2:5]4)[CH2:8][CH2:9]5)=[O:3])=[N:36][N:35]=3)[CH2:25][CH:26]3[CH2:27][CH:28]([CH2:29][CH:30]([CH2:32]3)[CH2:31]1)[CH2:33]2

Participants

3

Reactant 2

HCID 7048885-Adamantan-1-yl-[1,3,4]thiadiazol-2-ylamineHCID 57634365(2S,4S)-1-[[N-(4-carboxybicyclo[2,2,2]oct-1-yl)amino]acetyl]-4-fluoropyrrolidine-2-carbonitrile

Product 1

HCID 57756844HCID 57756844, compoundYield 67.8%

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 5-adamantyl-2-amino-1,3,4-thiadiazole (80.0 mg) were used to obtain (2S,4S)-1-[[N-[4-[N-(5-adamantyl-1,3,4-thiadiazol-2-yl)amino]carbonylbicyclo[2.2.2)oct-1-yl]amino]acetyl]-4-fluoropyrrolidine-2-carbonitrile (56.7 mg).

Sources & evidence

ORD record
ord-844e6b0d9fbe46de8db5e13686419e82
Source dataset
uspto-grants-2009_07
Patent number
US07560569B2

Reaction notes

Loading…