Methyl iodide → 1-[1-(1-ethoxycarbonylpiperidin-4-yl)-piperidin-4-yl]-3-methyl-1,3-dihydro-2H-benzimidazol-2-one

HRID 47528Notes

Reaction equation

HRID 47528 reaction equation
[CH2:1](Br)C#C.CI.COC(N1CCC(N2CCC(N3C4C=CC=CC=4NC3=O)CC2)CC1)=O.[CH2:33]([O:35][C:36]([N:38]1[CH2:43][CH2:42][CH:41]([N:44]2[CH2:49][CH2:48][CH:47]([N:50]3[C:54]4[CH:55]=[CH:56][CH:57]=[CH:58][C:53]=4[NH:52][C:51]3=[O:59])[CH2:46][CH2:45]2)[CH2:40][CH2:39]1)=[O:37])[CH3:34]>>[CH2:33]([O:35][C:36]([N:38]1[CH2:43][CH2:42][CH:41]([N:44]2[CH2:45][CH2:46][CH:47]([N:50]3[C:54]4[CH:55]=[CH:56][CH:57]=[CH:58][C:53]=4[N:52]([CH3:1])[C:51]3=[O:59])[CH2:48][CH2:49]2)[CH2:40][CH2:39]1)=[O:37])[CH3:34]

Participants

5

Reactant 4

HCID 6328Methyl iodideHCID 7842Propargyl bromideHCID 227452181-[1-(1-methoxycarbonylpiperidin-4-yl)piperidin-4-yl]-1,3-dihydro-2H-benzimidazol-2-oneHCID 22745278HCID 22745278, compound

Product 1

HCID 98649961-[1-(1-ethoxycarbonylpiperidin-4-yl)-piperidin-4-yl]-3-methyl-1,3-dihydro-2H-benzimidazol-2-one

Procedure

Example 1 was repeated except that the propargyl bromide was replaced with methyl iodide and 1-[1-(1-methoxycarbonylpiperidin-4-yl)-piperidin-4-yl]-1,3-dihydro-2H-benzimidazol-2-one was replaced with 1-[1-(1-ethoxycarbonylpiperidin-4-yl-piperidin-4-yl]-1,3-dihydro-2H-benzimidazol-2-one which was synthesized by the method of Referential Example 16, and the title compound was obtained as a colorless oil.

Workup

  1. customwas synthesized by the method of Referential Example 16

Sources & evidence

ORD record
ord-3a6f96770b774be6b65c81ddcc0f583e
Source dataset
uspto-grants-2004_03
Patent number
US06699880B1

Reaction notes

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