1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 11772345, compound

HRID 1670777Notes

Reaction equation

HRID 1670777 reaction equation
Cl.[C:2]([C:4]1([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:9][CH2:8][NH:7][CH2:6][CH2:5]1)#[N:3].C1CCN2C(=NCCC2)CC1.[NH:27]1[C:35]2[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=2)[C:29]([NH:36][C:37](=O)[O:38]CC)=[N:28]1>CS(C)=O>[NH:27]1[C:35]2[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=2)[C:29]([NH:36][C:37]([N:7]2[CH2:6][CH2:5][C:4]([C:2]#[N:3])([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)[CH2:9][CH2:8]2)=[O:38])=[N:28]1

Participants

5

Reactant 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 30849734-Phenylpiperidine-4-carbonitrile hydrochlorideHCID 12262771HCID 12262771, compound

Product 1

HCID 11772345HCID 11772345, compoundYield 75.2%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

4-Cyano-4-phenylpiperidine hydrochloride (Aldrich Co., 217 mg) was dissolved in dimethyl sulfoxide (3 ml) and DBU (0.16 ml) was added thereto. The mixture was stirred at room temperature for 30 min, and ethyl 1H-indazol-3-ylcarbamate (200 mg) and potassium fluoride-alumina (40 wt %, 200 mg) were added to the mixture. By the following operation as in Example 1, 4-cyano-4-phenyl-1-piperidinecarboxylic acid (1H-indazol-3-yl)amide (253 mg, yield 75%) was obtained.

Sources & evidence

ORD record
ord-bef201d1b103481a9f177a44be722a6c
Source dataset
uspto-grants-2011_08
Patent number
US07994196B2

Reaction notes

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