HCID 7183101, compound → HCID 68843511, compound

HRID 227980Notes

Reaction equation

HRID 227980 reaction equation
[CH2:1]([O:8][C:9]([N:11]([CH2:32][C:33]([N:35]1[CH2:39][C@@H:38]([F:40])[CH2:37][C@H:36]1[C:41]#[N:42])=[O:34])[C:12]12[CH2:19][CH2:18][C:15]([C:20](ON3C4C=CC=CC=4N=N3)=[O:21])([CH2:16][CH2:17]1)[CH2:14][CH2:13]2)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH:43]1[CH2:48][CH2:47][CH:46]([N:49]2[CH2:54][CH2:53][CH2:52][C@@H:51]([C:55]([O:57][CH2:58][CH3:59])=[O:56])[CH2:50]2)[CH2:45][CH2:44]1>>[CH2:1]([O:8][C:9]([N:11]([CH2:32][C:33]([N:35]1[CH2:39][C@@H:38]([F:40])[CH2:37][C@H:36]1[C:41]#[N:42])=[O:34])[C:12]12[CH2:19][CH2:18][C:15]([C:20]([N:43]3[CH2:44][CH2:45][CH:46]([N:49]4[CH2:54][CH2:53][CH2:52][C@@H:51]([C:55]([O:57][CH2:58][CH3:59])=[O:56])[CH2:50]4)[CH2:47][CH2:48]3)=[O:21])([CH2:16][CH2:17]1)[CH2:14][CH2:13]2)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 7183101HCID 7183101, compoundHCID 57756828(2S,4S)-1-[(N-benzyloxycarbonyl-N-[4-(benzotriazol-1-yl)oxycarbonylbicyclo[2.2.2]oct-1-yl]amino]acetyl]-4-fluoropyrrolidine-2-carbonitrile

Product 1

HCID 68843511HCID 68843511, compoundYield 96.2%

Procedure

In a similar manner to Example 4, (2S,4S)-1-[[N-benzyloxycarbonyl-N-[4-(benzotriazol-1-yl)oxycarbonylbicyclo[2.2.2]oct-1-yl]amino]acetyl]-4-fluoropyrrolidine-2-carbonitrile (101 mg) and ethyl (3R)-1-(piperidin-4-yl)piperidine-3-carboxylate (84.3 mg) were used to obtain (2S,4S)-1-[[N-benzyloxycarbonyl-N-[4-[4-[(3R)-3-ethoxycarbonylpiperidin-1-yl]piperidine-1-yl]carbonylbicyclo[2.2.2]oct-1-yl]amino]acetyl]-4-fluoropyrrolidine-2-carbonitrile (115 mg).

Sources & evidence

ORD record
ord-e0c83b4eb8dc4c5e9763a35ec4701d0e
Source dataset
uspto-grants-2009_07
Patent number
US07560569B2

Reaction notes

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