4-Chloro-6-(4-chlorophenyl)-5-methylpyrimidine → Ethyl (4-{[[6-(4-chlorophenyl)-5-methylpyrimidin-4-yl](propyl)amino]methyl}-2-methylphenoxy)acetate

HRID 1269660Notes

Reaction equation

HRID 1269660 reaction equation
Cl[C:2]1[C:7]([CH3:8])=[C:6]([C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)[N:5]=[CH:4][N:3]=1.[CH3:16][C:17]1[CH:29]=[C:28]([CH2:30][N:31](C2C(C)=C(C3C=CC(C(F)(F)F)=CC=3)N=CN=2)[CH2:32][CH2:33][CH3:34])[CH:27]=[CH:26][C:18]=1[O:19][CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22]>>[Cl:15][C:12]1[CH:13]=[CH:14][C:9]([C:6]2[N:5]=[CH:4][N:3]=[C:2]([N:31]([CH2:30][C:28]3[CH:27]=[CH:26][C:18]([O:19][CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])=[C:17]([CH3:16])[CH:29]=3)[CH2:32][CH2:33][CH3:34])[C:7]=2[CH3:8])=[CH:10][CH:11]=1

Participants

3

Reactant 2

HCID 184484044-Chloro-6-(4-chlorophenyl)-5-methylpyrimidineHCID 58622851Ethyl (2-methyl-4-{[{5-methyl-6-[4-(trifluoromethyl)phenyl]pyrimidin-4-yl}(propyl)amino]methyl}phenoxy)acetate

Product 1

HCID 58622844Ethyl (4-{[[6-(4-chlorophenyl)-5-methylpyrimidin-4-yl](propyl)amino]methyl}-2-methylphenoxy)acetate

Procedure

Using 4-chloro-6-(4-chlorophenyl)-5-methylpyrimidine (167 mg, 0.7 mmol) and the synthetic procedure described for Intermediate 80. Purification by Biotage™ chromatography (Si, 40 g) eluting 9:1 cyclohexane:EtOAc afforded the title compound as a pale yellow oil (116 mg).

Workup

  1. customPurification by Biotage™ chromatography (Si, 40 g)
  2. washeluting 9:1 cyclohexane

Sources & evidence

ORD record
ord-8aa5a3d1f41d43a2bb47998b7e16d313
Source dataset
uspto-grants-2007_04
Patent number
US07199239B2

Reaction notes

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