Tolylboronic acid → HCID 58282678, compound

HRID 388715Notes

Reaction equation

HRID 388715 reaction equation
Cl[C:2]1[N:7]=[C:6]([N:8]2[CH:12]=[CH:11][C:10]([C:13]([F:16])([F:15])[F:14])=[N:9]2)[N:5]=[C:4]([O:17][CH3:18])[CH:3]=1.[CH3:19][C:20]1[CH:25]=[CH:24][C:23](B(O)O)=[CH:22][CH:21]=1.COC1C=C(C2C=CC=CC=2)N=C(N2C=CC(C(F)(F)F)=N2)N=1>>[CH3:18][O:17][C:4]1[CH:3]=[C:2]([C:23]2[CH:24]=[CH:25][C:20]([CH3:19])=[CH:21][CH:22]=2)[N:7]=[C:6]([N:8]2[CH:12]=[CH:11][C:10]([C:13]([F:16])([F:15])[F:14])=[N:9]2)[N:5]=1

Participants

4

Reactant 3

HCID 79799Tolylboronic acidHCID 58282711HCID 58282711, compoundHCID 59533408HCID 59533408, compound

Product 1

HCID 58282678HCID 58282678, compoundYield 75%

Procedure

4-Methoxy-6-(4-methyl-phenyl)-2-(3-trifluoromethyl-pyrazol-1-yl)-pyrimidine 307c was synthesized from compound 305 (1 g, 3.59 mmol) and (4-methyl-phenyl)-boronic acid 306c (732 mg, 5.39 mmol), according to the procedure as described for compound 307b, as a white solid in 75% yield. MS (ESI, EI+) m/z=335 (MH+).

Sources & evidence

ORD record
ord-bc1d65cc65c0428faba0bfa08210dc0e
Source dataset
uspto-grants-2013_02
Patent number
US08377962B2

Reaction notes

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