2,4-Dichloropyrimidine → 3-(2-Chloropyrimidin-4-yl)-5-morpholinobenzonitrile

HRID 1473859Notes

Reaction equation

HRID 1473859 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[CH:5]=[CH:4][N:3]=1.[O:9]1[CH2:14][CH2:13][N:12]([C:15]2[CH:16]=[C:17]([CH:20]=[C:21](B3OC(C)(C)C(C)(C)O3)[CH:22]=2)[C:18]#[N:19])[CH2:11][CH2:10]1.BrC1C=C(C=C(N2CCOCC2)C=1)C#N.B1(B2OC(C)(C)C(C)(C)O2)OC(C)(C)C(C)(C)O1>>[Cl:1][C:2]1[N:7]=[C:6]([C:21]2[CH:20]=[C:17]([CH:16]=[C:15]([N:12]3[CH2:11][CH2:10][O:9][CH2:14][CH2:13]3)[CH:22]=2)[C:18]#[N:19])[CH:5]=[CH:4][N:3]=1

Participants

5

Reactant 4

HCID 775312,4-DichloropyrimidineHCID 2733548Bis(pinacolato)diboraneHCID 446273673-Bromo-5-morpholinobenzonitrileHCID 446274743-Morpholino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile

Product 1

HCID 446274803-(2-Chloropyrimidin-4-yl)-5-morpholinobenzonitrile

Procedure

3-(2-Chloropyrimidin-4-yl)-5-morpholinobenzonitrile was prepared according procedure B from 2,4-dichloropyrimidine and 3-morpholino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile which was synthesized by following procedure A using 3-bromo-5-morpholinobenzonitrile and bis(pinacolato)diboron.

Workup

  1. customwas synthesized

Sources & evidence

ORD record
ord-82a73f4b2114413a8e8eda0138c7958b
Source dataset
uspto-grants-2015_04
Patent number
US09018205B2

Reaction notes

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