Acetonitrile → 3-(2-(Cyclohexylmethoxy)pyrimidin-4-yl)-3-hydroxypropanenitrile

Reaction equation

[CH:1]1([CH2:7][O:8][C:9]2[N:14]=[C:13]([CH:15]=[O:16])[CH:12]=[CH:11][N:10]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:17][C:18]#[N:19]>>[CH:1]1([CH2:7][O:8][C:9]2[N:14]=[C:13]([CH:15]([OH:16])[CH2:17][C:18]#[N:19])[CH:12]=[CH:11][N:10]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

Reactant 2

HCID 6342Acetonitrile

HCID 866946682-(Cyclohexylmethoxy)pyrimidine-4-carbaldehyde

Product 1

HCID 866946693-(2-(Cyclohexylmethoxy)pyrimidin-4-yl)-3-hydroxypropanenitrile

Procedure

CH3CN addition to 2-(cyclohexylmethoxy)pyrimidine-4-carbaldehyde following the method described in Example 6 gives 3-(2-(cyclohexylmethoxy)pyrimidin-4-yl)-3-hydroxypropanenitrile.

Sources & evidence

ORD record: ord-a7400561dd554bedba017a8011c12e1f
Source dataset: uspto-grants-2016_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09447078B2

Reaction notes

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