Sodium hydride → HCID 21313361, compound

HRID 2397499Notes

Reaction equation

HRID 2397499 reaction equation
[CH:1]1([CH2:7][CH:8]2[CH2:13][CH2:12][CH2:11][CH2:10][N:9]2[CH2:14][CH2:15][C:16]2[C:24]3[C:19](=[CH:20][CH:21]=[C:22]([O:25][CH3:26])[CH:23]=3)[NH:18][C:17]=2[CH3:27])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[H-].[Na+].[Na].[N:31]1[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=1[C:37](Cl)=[O:38]>CN(C=O)C>[N:31]1[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=1[C:37]([N:18]1[C:19]2[C:24](=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=2)[C:16]([CH2:15][CH2:14][N:9]2[CH2:10][CH2:11][CH2:12][CH2:13][CH:8]2[CH2:7][CH:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)=[C:17]1[CH3:27])=[O:38]

Participants

6

Reactant 4

HCID 24758Sodium hydrideHCID 135034Pyridine-2-carbonyl chlorideHCID 5360545SodiumHCID 213133653-[2-(2-Cyclohexylmethylpiperidino)ethyl]-5-methoxy-2-methylindole

Product 1

HCID 21313361HCID 21313361, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Reaction of the 3-[2-(2-cyclohexylmethylpiperidino)ethyl]-5-methoxy-2-methylindole described in Example 1 above with sodium hydride in DMF, and reaction of the resulting sodium salt with 2-pyridine carbonyl chloride using the procedure described above in Example 1 affords 1-(2-pyridylcarbonyl)-3-[2-(2-cyclohexylmethylpiperidino)ethyl]-5-methoxy-2-methylindole.

Sources & evidence

ORD record
ord-6cac6af26fee414aa02af098abb348de
Source dataset
uspto-grants-1977_05
Patent number
US04021431

Reaction notes

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