Ethylamine → [5-(4-Chloro-6-ethyl-pyrimidin-5-ylethynyl)-pyridin-2-yl]-ethyl-amine

HRID 471410

Reaction equation

HRID 471410 reaction equation
[Cl:1][C:2]1[C:7](I)=[C:6]([CH2:9][CH3:10])[N:5]=[CH:4][N:3]=1.[CH2:11]([NH2:13])C.C([N:16]([CH2:19][CH3:20])[CH2:17][CH3:18])C.[CH2:21]1[CH2:25]O[CH2:23][CH2:22]1>[Cu]I.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[Cl:1][C:2]1[C:7]([C:23]#[C:22][C:21]2[CH:25]=[CH:20][C:19]([NH:16][CH2:17][CH3:18])=[N:13][CH:11]=2)=[C:6]([CH2:9][CH3:10])[N:5]=[CH:4][N:3]=1

Participants

7

Reactant 4

HCID 6341EthylamineHCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 109784874-Chloro-6-ethyl-5-iodopyrimidine

Product 1

HCID 86661576[5-(4-Chloro-6-ethyl-pyrimidin-5-ylethynyl)-pyridin-2-yl]-ethyl-amine

Reagents, catalysts & solvents 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)CatalystHCID 178418476HCID 178418476, compoundCatalyst

Procedure

The title compound is synthesized according to general procedure GP2 starting from 4-chloro-6-ethyl-5-iodo-pyrimidine using 5-Ethynyl-pyridin-2-yl)-ethyl-amine (A-28), CuI, bis-(triphenyl-phoshine)palladium(II) chloride, triethylamine in THF. After work-up the desired compound is obtained in good yield and acceptable purity.

Workup

  1. customThe title compound is synthesized

Sources & evidence

ORD record
ord-55f24efa0de6495c89be8542f9f74616
Source dataset
uspto-grants-2014_01
Patent number
US08633183B2

Linked notes

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