1,2-Dimethoxyethane → HCID 59198370, compound

HRID 1920827Notes

Reaction equation

HRID 1920827 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([Cl:8])[CH:5]=[C:4](Cl)[N:3]=1.CC1(C)C(C)(C)OB([C:18]2[CH:19]=[N:20][C:21]([NH2:24])=[N:22][CH:23]=2)O1.[CH3:26]OCCOC>C([O-])([O-])=O.[Na+].[Na+].C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.Cl[Pd]Cl.[Fe+2].C(Cl)Cl>[Cl:1][C:2]1[N:3]=[C:4]([C:18]2[CH:19]=[N:20][C:21]([NH:24][CH3:26])=[N:22][CH:23]=2)[CH:5]=[C:6]([Cl:8])[N:7]=1

Participants

6

Reactant 3

HCID 80711,2-DimethoxyethaneHCID 773782,4,6-TrichloropyrimidineHCID 177502122-Aminopyrimidine-5-boronic acid, pinacol ester

Product 1

HCID 59198370HCID 59198370, compound

Reagents, catalysts & solvents 2

HCID 178418807HCID 178418807, compoundCatalystHCID 10340Sodium CarbonateSolvent

Procedure

According to Method 5, the reaction of 2,4,6-trichloropyrimidine with 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine in the presence of Pd(dppf)Cl2-CH2Cl2 in DME and 2 M Na2CO3 (3:1) gave 2,6-dichloro-N-methyl-4,5′-bipyrimidin-2′-amine.

Sources & evidence

ORD record
ord-5045750f22844207a480cb90bf874440
Source dataset
uspto-grants-2012_05
Patent number
US08173647B2

Reaction notes

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