(5-Ethynyl-3-methyl-pyridin-2-yl)-(2-pyrrolidin-1-yl-ethyl)-amine → {5-[5-(4-Chloro-phenyl)-pyridin-2-ylethynyl]-3-methyl-pyridin-2-yl}-(2-pyrrolidin-1-yl-ethyl)-amine

HRID 1916747Notes

Reaction equation

HRID 1916747 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([CH3:17])[C:6]([NH:9][CH2:10][CH2:11][N:12]2[CH2:16][CH2:15][CH2:14][CH2:13]2)=[N:7][CH:8]=1)#[CH:2].[Cl:18][C:19]1[CH:24]=[CH:23][C:22]([C:25]2[CH:26]=[CH:27][C:28](I)=[N:29][CH:30]=2)=[CH:21][CH:20]=1>>[Cl:18][C:19]1[CH:20]=[CH:21][C:22]([C:25]2[CH:26]=[CH:27][C:28]([C:2]#[C:1][C:3]3[CH:4]=[C:5]([CH3:17])[C:6]([NH:9][CH2:10][CH2:11][N:12]4[CH2:16][CH2:15][CH2:14][CH2:13]4)=[N:7][CH:8]=3)=[N:29][CH:30]=2)=[CH:23][CH:24]=1

Participants

3

Reactant 2

HCID 85969677(5-Ethynyl-3-methyl-pyridin-2-yl)-(2-pyrrolidin-1-yl-ethyl)-amineHCID 859698495-(4-Chlorophenyl)-2-iodopyridine

Product 1

HCID 59835837{5-[5-(4-Chloro-phenyl)-pyridin-2-ylethynyl]-3-methyl-pyridin-2-yl}-(2-pyrrolidin-1-yl-ethyl)-amine

Procedure

Prepared analogously to Example 15e from 69 mg (0.3 mmol) (5-ethynyl-3-methyl-pyridin-2-yl)-(2-pyrrolidin-1-yl-ethyl)-amine and 95 mg (0.3 mmol) 5-(4-chloro-phenyl)-2-iodo-pyridine, while after working up the crude product is purified by chromatography on Alox (cyc/EtOAc 6:4).

Workup

  1. customis purified by chromatography on Alox (cyc/EtOAc 6:4)

Sources & evidence

ORD record
ord-2fe416276d0f42a0bc1904923c1c3db9
Source dataset
uspto-grants-2013_12
Patent number
US08618132B2

Reaction notes

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