2-Chloroacrylonitrile → 2-Cyclopentyl-4-pyrimidinamine

HRID 1786133Notes

Reaction equation

HRID 1786133 reaction equation
Cl.[CH:2]1([C:7]([NH2:9])=[NH:8])[CH2:6][CH2:5][CH2:4][CH2:3]1.Cl[C:11](=[CH2:14])[C:12]#[N:13]>>[CH:2]1([C:7]2[N:9]=[C:12]([NH2:13])[CH:11]=[CH:14][N:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 701982-ChloroacrylonitrileHCID 42614157Cyclopentanecarboximidamide hydrochloride

Product 1

HCID 457875812-Cyclopentyl-4-pyrimidinamineYield 25.9%

Procedure

This material was obtained in analogy to example 2, step A] via the alternative preparation method from cyclopentanecarboxamidine hydrochloride (CAS 68284-02-6) (500 mg) and 2-chloroacrylonitrile (324 mg) to give 2-cyclopentyl-pyrimidin-4-ylamine as an amorphous glass (142 mg). MS (ESI): 164.6 (MH+). This material was contaminated with several side products that could not be identified.

Workup

  1. customThis material was obtained in analogy to example 2, step A]

Sources & evidence

ORD record
ord-ed006657a40f44eda58e4a60d4fc4091
Source dataset
uspto-grants-2009_03
Patent number
US07507733B2

Reaction notes

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