3-Ethoxy-2-propenenitrile → 2-(Propan-2-yl)pyrimidin-4-amine

HRID 1786125Notes

Reaction equation

[CH2:1]1[CH:3]([C:4]([NH2:6])=[NH:5])[CH2:2]1.Cl.C(O[CH:11]=[CH:12][C:13]#[N:14])C>>[CH:3]([C:4]1[N:6]=[C:13]([NH2:14])[CH:12]=[CH:11][N:5]=1)([CH3:1])[CH3:2]

Participants

Reactant 2

HCID 436013-Ethoxy-2-propenenitrile

HCID 2781916Cyclopropanecarboximidamide hydrochloride

Product 1

HCID 139252972-(Propan-2-yl)pyrimidin-4-amine

Procedure

This compound was made in analogy to example 2, step A] from cyclopropylcarbamidine hydrochloride (3 g) and 3-ethoxyacrylonitrile (2.5 mL) to give 2-isopropyl-pyrimidin-4-ylamine (1.36 g) as a light yellow foam. MS (ESI): 138.1 (MH+).

Sources & evidence

ORD record: ord-3978ef0eda0643959c59e96f9ced050e
Source dataset: uspto-grants-2009_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07507733B2

Reaction notes

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