Ammonia methanol dichloromethane → HCID 57845771, compound

HRID 735015Notes

Reaction equation

HRID 735015 reaction equation
I[C:2]1[CH:19]=[CH:18][C:5]([CH2:6][N:7]2[CH2:12][CH2:11][CH:10]([N:13]3[CH2:17][CH2:16][CH2:15][CH2:14]3)[CH2:9][CH2:8]2)=[CH:4][CH:3]=1.[Cl:20][C:21]1[CH:26]=[CH:25][C:24]([C:27]2[CH:32]=[CH:31][C:30]([NH:33][C:34](=[O:37])[C:35]#[CH:36])=[CH:29][CH:28]=2)=[CH:23][CH:22]=1.ClCCl.CO.N>>[Cl:20][C:21]1[CH:22]=[CH:23][C:24]([C:27]2[CH:32]=[CH:31][C:30]([NH:33][C:34](=[O:37])[C:35]#[C:36][C:2]3[CH:19]=[CH:18][C:5]([CH2:6][N:7]4[CH2:12][CH2:11][CH:10]([N:13]5[CH2:17][CH2:16][CH2:15][CH2:14]5)[CH2:9][CH2:8]4)=[CH:4][CH:3]=3)=[CH:29][CH:28]=2)=[CH:25][CH:26]=1

Participants

4

Reactant 3

HCID 21584172Ammonia methanol dichloromethaneHCID 68816274HCID 68816274, compoundHCID 86060771Propynoic acid-(4'-chlorobiphenyl-4-yl)amide

Product 1

HCID 57845771HCID 57845771, compound

Procedure

Prepared analogously to Example 1.1.d. from 1-(4-iodobenzyl)-4-pyrrolidin-1-ylpiperidine and propynoic acid-(4′-chlorobiphenyl-4-yl)amide. Yield: 15 mg (7% of theory); melting point: 191° C.-192° C.; C31H32ClN3O (M=498.07); calc.: molecular ion peak (M+H)+: 498/500; found: molecular ion peak (M+H)+: 498/500; Rf value: 0.45 (silica gel, dichloromethane/methanol/ammonia (10:1:0.1)).

Workup

  1. customPrepared analogously to Example 1.1.d

Sources & evidence

ORD record
ord-3b38a21a8bd1494d9e6a2d9f26521bc4
Source dataset
uspto-grants-2009_09
Patent number
US07592373B2

Reaction notes

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