Diisopropylethylamine → HCID 18753206, compound

HRID 1838174Notes

Reaction equation

HRID 1838174 reaction equation
Cl[C:2]1[C:7]([C:8]#[N:9])=[C:6]([NH:10][CH2:11][C:12]2[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=2)[N:5]=[C:4]([NH:18][CH2:19][CH2:20][OH:21])[N:3]=1.Cl.[F:23][C:24]1[CH:29]=[CH:28][C:27]([CH:30]2[CH2:35][CH2:34][NH:33][CH2:32][CH2:31]2)=[CH:26][CH:25]=1.C(N(C(C)C)C(C)C)C>O1CCOCC1>[F:23][C:24]1[CH:29]=[CH:28][C:27]([CH:30]2[CH2:31][CH2:32][N:33]([C:2]3[C:7]([C:8]#[N:9])=[C:6]([NH:10][CH2:11][C:12]4[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=4)[N:5]=[C:4]([NH:18][CH2:19][CH2:20][OH:21])[N:3]=3)[CH2:34][CH2:35]2)=[CH:26][CH:25]=1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 18753280HCID 18753280, compoundHCID 218981684-(4-Fluoro-phenyl)-piperidine hydrochloride

Product 1

HCID 18753206HCID 18753206, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

In analogy to the procedure described in example 20b, 4-chloro-2-(2-hydroxy-ethyl-amino)-6-[(pyridin-3-ylmethyl)-amino]-pyrimidine-5-carbonitrile was treated with 4-(4-fluorophenyl)-piperidine hydrochloride in dioxane in the presence of N-ethyl-diisopropyl-amine at 80° C. to yield the 4-[4-(4-fluoro-phenyl)-piperidin-1-yl]-2-(2-hydroxy-ethyl-amino)-6-[(pyridin-3-ylmethyl)-amino]-pyrimidine-5-carbonitrile as an amorphous, white solid; MS: [M+H]+=448.

Sources & evidence

ORD record
ord-5023a13fa6704fc7a089eeae1aa6863e
Source dataset
uspto-grants-2004_01
Patent number
US06673795B2

Reaction notes

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