5-Bromo-2-chloro-4-methoxypyrimidine → HCID 57659254, compound

HRID 1674692Notes

Reaction equation

HRID 1674692 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([S:8]([CH3:16])(=[N:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[O:9])[CH:5]=[CH:6][CH:7]=1.[Br:17][C:18]1[C:19]([O:25][CH3:26])=[N:20][C:21](Cl)=[N:22][CH:23]=1>>[CH2:14]([O:13][C:11]([N:10]=[S:8]([C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([NH:1][C:21]2[N:20]=[C:19]([O:25][CH3:26])[C:18]([Br:17])=[CH:23][N:22]=2)[CH:3]=1)([CH3:16])=[O:9])=[O:12])[CH3:15]

Participants

3

Reactant 2

HCID 36631435-Bromo-2-chloro-4-methoxypyrimidineHCID 59550856HCID 59550856, compound

Product 1

HCID 57659254HCID 57659254, compoundYield 43.3%

Procedure

Intermediate 14 was prepared in analogy to GP 2 by reaction of Intermediate 5 (1.73 g, 7.16 mmol) with commercial 5-bromo-2-chloro-4-methoxypyrimidine (2.00 g, 8.95 mmol, 1.25 eq) to give 1.33 g (43% yield) of the title compound (after crystallization from acetonitrile and column chromatography of the mother liquor residue).

Sources & evidence

ORD record
ord-893dd866a465490c8ee9cb70cb834fe4
Source dataset
uspto-grants-2011_08
Patent number
US08003655B2

Reaction notes

Loading…