1-(4-Iodobenzyl)piperidine → HCID 57845766, compound

HRID 735017Notes

Reaction equation

HRID 735017 reaction equation
I[C:2]1[CH:14]=[CH:13][C:5]([CH2:6][N:7]2[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]2)=[CH:4][CH:3]=1.[Cl:15][C:16]1[CH:21]=[CH:20][C:19]([C:22]2[CH:27]=[CH:26][C:25]([NH:28][C:29](=[O:32])[C:30]#[CH:31])=[CH:24][CH:23]=2)=[CH:18][CH:17]=1.ClCCl.CO.N>>[Cl:15][C:16]1[CH:17]=[CH:18][C:19]([C:22]2[CH:27]=[CH:26][C:25]([NH:28][C:29](=[O:32])[C:30]#[C:31][C:2]3[CH:14]=[CH:13][C:5]([CH2:6][N:7]4[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]4)=[CH:4][CH:3]=3)=[CH:24][CH:23]=2)=[CH:20][CH:21]=1

Participants

4

Reactant 3

HCID 75376001-(4-Iodobenzyl)piperidineHCID 21584172Ammonia methanol dichloromethaneHCID 86060771Propynoic acid-(4'-chlorobiphenyl-4-yl)amide

Product 1

HCID 57845766HCID 57845766, compound

Procedure

Prepared analogously to Example 1.1.d. from 1-(4-iodobenzyl)piperidine and propynoic acid-(4′-chlorobiphenyl-4-yl)amide. Yield: 6 mg (4% of theory); melting point: 179.5° C.; C27H25ClN2O (M=428.96); calc.: molecular ion peak (H+ H)+: 429/431; found: molecular ion peak (M+H)+: 429/431; Rf value: 0.5 (silica gel, dichloromethane/methanol/ammonia (10:1:0.1)).

Workup

  1. customPrepared analogously to Example 1.1.d

Sources & evidence

ORD record
ord-0f29346000d944878000fb1fbd0c39a5
Source dataset
uspto-grants-2009_09
Patent number
US07592373B2

Reaction notes

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