Cesium carbonate → HCID 89442612, compound

HRID 2284027Notes

Reaction equation

HRID 2284027 reaction equation
[NH2:1][C:2]1[C:7]([OH:8])=[C:6]([Cl:9])[N:5]=[CH:4][N:3]=1.C([O-])([O-])=O.[Cs+].[Cs+].[F:16][C:17]([F:28])([F:27])[CH2:18]OS(C(F)(F)F)(=O)=O>CN(C=O)C>[Cl:9][C:6]1[N:5]=[CH:4][N:3]=[C:2]([NH2:1])[C:7]=1[O:8][CH2:18][C:17]([F:28])([F:27])[F:16]

Participants

5

Reactant 3

HCID 10796Cesium carbonateHCID 803662,2,2-Trifluoroethyl trifluoromethanesulfonateHCID 130128854-Amino-6-chloropyrimidin-5-ol

Product 1

HCID 89442612HCID 89442612, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A reaction mixture of 4-Amino-6-chloro-pyrimidin-5-ol (500.00 mg; 3.44 mmol; 1.00 eq.), Cs2CO3 (1343.15 mg; 4.12 mmol; 1.20 eq.), and Trifluoro-methanesulfonic acid 2,2,2-trifluoro-ethyl ester (0.59 ml; 4.12 mmol; 1.20 eq.) in DMF 2 ml was stirred at RT for overnight. lc-ms showed clean desired, worked up, purified by HPLC, collected title compound 610 mg, yield 78%.

Workup

  1. custompurified by HPLC

Sources & evidence

ORD record
ord-89605729c1fb41e39199ddcb29122729
Source dataset
uspto-grants-2015_09
Patent number
US09145392B2

Reaction notes

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