Sodium hydride → 1-(4-Isopropoxybenzoyl)-3-[2-(2-cyclohexylmethylpiperidino)ethyl]-5-methoxy-2-methylindole

HRID 2397489

Reaction equation

HRID 2397489 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].[CH:31]([O:34][C:35]1[CH:43]=[CH:42][C:38]([C:39](Cl)=[O:40])=[CH:37][CH:36]=1)([CH3:33])[CH3:32]>CN(C=O)C>[CH:31]([O:34][C:35]1[CH:43]=[CH:42][C:38]([C:39]([N:18]2[C:19]3[C:24](=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=3)[C:16]([CH2:15][CH2:14][N:9]3[CH2:10][CH2:11][CH2:12][CH2:13][CH:8]3[CH2:7][CH:1]3[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]3)=[C:17]2[CH3:27])=[O:40])=[CH:37][CH:36]=1)([CH3:33])[CH3:32]

Participants

6

Reactant 4

HCID 24758Sodium hydrideHCID 27244654-Isopropoxybenzoyl chlorideHCID 5360545SodiumHCID 213133653-[2-(2-Cyclohexylmethylpiperidino)ethyl]-5-methoxy-2-methylindole

Product 1

HCID 213133151-(4-Isopropoxybenzoyl)-3-[2-(2-cyclohexylmethylpiperidino)ethyl]-5-methoxy-2-methylindole

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1-(4-Isopropoxybenzoyl)-3-[2-(2-cyclohexylmethylpiperidino)ethyl]-5-methoxy-2-methylindole is prepared by reaction of 3-[2-(2-cyclohexylmethylpiperidino)ethyl]-5-methoxy-2-methylindole with sodium hydride in DMF and reaction of the resulting sodium salt with 4-isopropoxybenzoyl chloride following the procedure described above in Example 1.

Sources & evidence

ORD record
ord-ed45832e3bdf486380b8608133e53270
Source dataset
uspto-grants-1977_05
Patent number
US04021431

Linked notes

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