2-Chloro-5-(trifluoromethyl)pyrimidine → HCID 57950285, compound

HRID 930708Notes

Reaction equation

HRID 930708 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7](B2OC(C)(C)C(C)(C)O2)[CH:6]=[CH:5][N:4]=1.Cl[C:19]1[N:24]=[CH:23][C:22]([C:25]([F:28])([F:27])[F:26])=[CH:21][N:20]=1>>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([C:19]2[N:24]=[CH:23][C:22]([C:25]([F:28])([F:27])[F:26])=[CH:21][N:20]=2)[CH:6]=[CH:5][N:4]=1

Participants

3

Reactant 2

HCID 133170192-Chloro-5-(trifluoromethyl)pyrimidineHCID 447548622-Methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

Product 1

HCID 57950285HCID 57950285, compoundYield 17%

Procedure

2-Methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (1.66 g, 7.06 mmol) and 2-chloro-5-(trifluoromethyl)pyrimidine (1.3 g, 7.1 mmol) were reacted according to the procedure of Example 31 (step a) to provide the title compound (307 mg, 16%) as a white solid: 1H NMR (300 MHz, CDCl3) δ 9.08 (s, 2H), 8.34 (d, J=5.3 Hz, 1H), 7.89 (dd, J=5.3, 1.4 Hz, 1H), 7.81 (s, 1H), 4.01 (s, 3H).

Sources & evidence

ORD record
ord-fadb9e16343e4d7c88150770f4b3c25f
Source dataset
uspto-grants-2016_03
Patent number
US09296743B2

Reaction notes

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