2-Pyridinemethanamine → 6-[1-[3-(ethylamino)-2-pyridyl]piperazin-4-yl-carbonyl]-N-(2-pyridylmethyl)nicotinamide

HRID 381381Notes

Reaction equation

HRID 381381 reaction equation
[CH2:1]([NH:3][C:4]1[C:5]([N:10]2[CH2:15][CH2:14][N:13]([C:16]([C:18]3[CH:26]=[CH:25][C:21]([C:22]([OH:24])=O)=[CH:20][N:19]=3)=[O:17])[CH2:12][CH2:11]2)=[N:6][CH:7]=[CH:8][CH:9]=1)[CH3:2].[NH2:27][CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][N:30]=1>>[CH2:1]([NH:3][C:4]1[C:5]([N:10]2[CH2:15][CH2:14][N:13]([C:16]([C:18]3[CH:26]=[CH:25][C:21]([C:22]([NH:27][CH2:28][C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][N:30]=4)=[O:24])=[CH:20][N:19]=3)=[O:17])[CH2:12][CH2:11]2)=[N:6][CH:7]=[CH:8][CH:9]=1)[CH3:2]

Participants

3

Reactant 2

HCID 195092-PyridinemethanamineHCID 18362847HCID 18362847, compound

Product 1

HCID 4997386-[1-[3-(ethylamino)-2-pyridyl]piperazin-4-yl-carbonyl]-N-(2-pyridylmethyl)nicotinamideYield 70%

Procedure

By the same procedure as described in the example 73, synthesis was carried out starting with 6-[1-[3-(ethylamino)-2-pyridyl]piperazin-4-yl-carbonyl]nicotinic acid and using 2-(aminomethyl)pyridine. And then, the product was chromatographed on column (hexane/methylene chloride/ethyl acetate=2/1/1, v/v/v) and crystallized with ether to give a desired compound.

Workup

  1. customBy the same procedure as described in the example 73, synthesis
  2. customAnd then, the product was chromatographed on column (hexane/methylene chloride/ethyl acetate=2/1/1, v/v/v)
  3. customcrystallized with ether

Sources & evidence

ORD record
ord-3c7f76d906b64731893deedb2b5b00e8
Source dataset
uspto-grants-2001_10
Patent number
US06306860B1

Reaction notes

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