3-Pyridinemethanamine → HCID 24904004, compound

HRID 1363136Notes

Reaction equation

HRID 1363136 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5]([N+:9]([O-:11])=[O:10])=[CH:4][N:3]=1.[NH2:12][CH2:13][C:14]1[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=1>C(Cl)Cl>[Cl:1][C:2]1[N:7]=[C:6]([NH:12][CH2:13][C:14]2[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=2)[C:5]([N+:9]([O-:11])=[O:10])=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 310183-PyridinemethanamineHCID 5212662,4-Dichloro-5-nitropyrimidine

Product 1

HCID 24904004HCID 24904004, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
-78 °C

Procedure

A solution of 2,4-dichloro-5-nitropyrimidine (40) (5 g) in methylene chloride (60 mL) was cooled to −78° C. and treated with 3-(aminomethyl)pyridine (2.8 g). The mixture was stirred at −78° C. for six hours, and concentrated in vacuo at RT to provide crude 2-chloro-5-nitro-N-(pyridin-3-ylmethyl)pyrimidin-4-amine (41), which was used without further purification.

Workup

  1. concentrationconcentrated in vacuo at RT

Sources & evidence

ORD record
ord-f0334ef698c6487b963ebc3e8de8aacd
Source dataset
uspto-grants-2011_02
Patent number
US07884109B2

Reaction notes

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