Diisopropylethylamine → HCID 18753223, compound

HRID 1838161Notes

Reaction equation

HRID 1838161 reaction equation
Cl[C:2]1[C:7]([C:8]#[N:9])=[C:6]([NH:10][CH2:11][CH2:12][OH:13])[N:5]=[C:4]([NH:14][CH2:15][CH2:16][OH:17])[N:3]=1.[C:18]1([C:24]2([C:30]#[N:31])[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]2)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.C(N(C(C)C)C(C)C)C>O1CCOCC1>[C:30]([C:24]1([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH2:25][CH2:26][N:27]([C:2]2[C:7]([C:8]#[N:9])=[C:6]([NH:10][CH2:11][CH2:12][OH:13])[N:5]=[C:4]([NH:14][CH2:15][CH2:16][OH:17])[N:3]=2)[CH2:28][CH2:29]1)#[N:31]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 1811384-Piperidinecarbonitrile, 4-phenyl-HCID 187532174-Chloro-2,6-bis[(2-hydroxyethyl)amino]pyrimidine-5-carbonitrile

Product 1

HCID 18753223HCID 18753223, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

In analogy to the procedure described in example 20b, 4-chloro-2,6-bis-(2-hydroxy-ethylamino)-pyrimidine-5-carbonitrile was treated with 4-phenyl-piperidine-4-carbonitrile in dioxane in the presence of N-ethyl-diisopropylamine at 60° C. to yield 4-(4-cyano-4-phenyl-piperidin-1-yl)-2,6-bis-(2-hydroxy-ethylamino)-pyrimidine-5-carbonitrile as an amorphous, white solid; MS: [M+H]+=408.

Sources & evidence

ORD record
ord-b8865fad0be844f0b107fa957a2ea303
Source dataset
uspto-grants-2004_01
Patent number
US06673795B2

Reaction notes

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