Ammonia methanol dichloromethane → HCID 57845870, compound

HRID 735009Notes

Reaction equation

HRID 735009 reaction equation
I[C:2]1[CH:18]=[CH:17][C:5]([CH2:6][N:7]2[CH2:12][CH2:11][CH:10]([C:13]([OH:16])([CH3:15])[CH3:14])[CH2:9][CH2:8]2)=[CH:4][CH:3]=1.[Cl:19][C:20]1[CH:25]=[CH:24][C:23]([C:26]2[CH:31]=[CH:30][C:29]([NH:32][C:33](=[O:36])[C:34]#[CH:35])=[CH:28][CH:27]=2)=[CH:22][CH:21]=1.ClCCl.CO.N>>[Cl:19][C:20]1[CH:21]=[CH:22][C:23]([C:26]2[CH:31]=[CH:30][C:29]([NH:32][C:33](=[O:36])[C:34]#[C:35][C:2]3[CH:18]=[CH:17][C:5]([CH2:6][N:7]4[CH2:12][CH2:11][CH:10]([C:13]([OH:16])([CH3:15])[CH3:14])[CH2:9][CH2:8]4)=[CH:4][CH:3]=3)=[CH:28][CH:27]=2)=[CH:24][CH:25]=1

Participants

4

Reactant 3

HCID 21584172Ammonia methanol dichloromethaneHCID 68816491HCID 68816491, compoundHCID 86060771Propynoic acid-(4'-chlorobiphenyl-4-yl)amide

Product 1

HCID 57845870HCID 57845870, compound

Procedure

Prepared analogously to Example 1.1.d. from 2-[1-(4-iodobenzyl)piperidin-4-yl]propan-2-ol and propynoic acid-(4′-chlorobiphenyl-4-yl)amide. Yield: 45 mg (30% of theory); melting point: 194-195° C.; C30H31ClN2O2 (M=487.04); calc.: molecular ion peak (M+H)+: 487/489; found: molecular ion peak (M+H)+: 487/489; Rf value: 0.3 (silica gel, dichloromethane/methanol/ammonia (10:1:0.1)).

Workup

  1. customPrepared analogously to Example 1.1.d

Sources & evidence

ORD record
ord-2c609ee9aaa7432e9d1b74ce9370433d
Source dataset
uspto-grants-2009_09
Patent number
US07592373B2

Reaction notes

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