Diisopropylethylamine → N-(6-{[2-(acetylamino)ethyl]amino}-2-phenylpyrimidin-4-yl)-2-[4-(4-bromophenyl)-4-hydroxypiperidin-1-yl]acetamide

HRID 895482Notes

Reaction equation

HRID 895482 reaction equation
[C:1]([NH:4][CH2:5][CH2:6][NH:7][C:8]1[N:13]=[C:12]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:11]=[C:10]([NH:20][C:21](=[O:24])[CH2:22]Br)[CH:9]=1)(=[O:3])[CH3:2].[Br:25][C:26]1[CH:31]=[CH:30][C:29]([C:32]2([OH:38])[CH2:37][CH2:36][NH:35][CH2:34][CH2:33]2)=[CH:28][CH:27]=1.C(N(CC)C(C)C)(C)C>>[C:1]([NH:4][CH2:5][CH2:6][NH:7][C:8]1[N:13]=[C:12]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:11]=[C:10]([NH:20][C:21](=[O:24])[CH2:22][N:35]2[CH2:34][CH2:33][C:32]([C:29]3[CH:30]=[CH:31][C:26]([Br:25])=[CH:27][CH:28]=3)([OH:38])[CH2:37][CH2:36]2)[CH:9]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 3

HCID 81531DiisopropylethylamineHCID 939114-(4-Bromophenyl)-4-hydroxypiperidineHCID 22353396N-(6-{[2-(acetylamino)ethyl]amino}-2-phenylpyrimidin-4-yl)-2-bromoacetamide

Product 1

HCID 22353252N-(6-{[2-(acetylamino)ethyl]amino}-2-phenylpyrimidin-4-yl)-2-[4-(4-bromophenyl)-4-hydroxypiperidin-1-yl]acetamide

Procedure

N-(6-{[2-(Acetylamino)ethyl]amino}-2-phenylpyrimidin-4-yl)-2-bromoacetamide (23) (30 μL of a 0.167M solution) was dispensed to a well of a 96 well microtitre plate, followed by [4-(4-bromophenyl)-4-hydroxypiperidine] (30w1 of a 0.167M solution) and N,N-diisopropylethylamine (30 μl of a 0.167M solution). The plate was placed in an oven at 63° C. for 5 hrs. The solvent was removed in vacuo yielding the title compound. LCMS (Method A) RT=2.43 min, m/z (ES+) 569 (MH)+

Workup

  1. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-9b81008d8a6d4d558bedbec7d44916ca
Source dataset
uspto-grants-2005_07
Patent number
US06916804B2

Reaction notes

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