4-Chloro-6-(4-methoxyphenyl)-5-methylpyrimidine → Ethyl (2-methyl-4-{[{5-methyl-6-[4-(methyloxy)phenyl]pyrimidin-4-yl}(propyl)amino]methyl}phenoxy)acetate

HRID 1269662Notes

Reaction equation

HRID 1269662 reaction equation
Cl[C:2]1[C:7]([CH3:8])=[C:6]([C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=2)[N:5]=[CH:4][N:3]=1.[CH3:17][C:18]1[CH:30]=[C:29]([CH2:31][N:32](C2C(C)=C(C3C=CC(C(F)(F)F)=CC=3)N=CN=2)[CH2:33][CH2:34][CH3:35])[CH:28]=[CH:27][C:19]=1[O:20][CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23]>>[CH3:17][C:18]1[CH:30]=[C:29]([CH2:31][N:32]([C:2]2[C:7]([CH3:8])=[C:6]([C:9]3[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=3)[N:5]=[CH:4][N:3]=2)[CH2:33][CH2:34][CH3:35])[CH:28]=[CH:27][C:19]=1[O:20][CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23]

Participants

3

Reactant 2

HCID 184484054-Chloro-6-(4-methoxyphenyl)-5-methylpyrimidineHCID 58622851Ethyl (2-methyl-4-{[{5-methyl-6-[4-(trifluoromethyl)phenyl]pyrimidin-4-yl}(propyl)amino]methyl}phenoxy)acetate

Product 1

HCID 58622883Ethyl (2-methyl-4-{[{5-methyl-6-[4-(methyloxy)phenyl]pyrimidin-4-yl}(propyl)amino]methyl}phenoxy)acetate

Procedure

Using 4-chloro-6-(4-methoxyphenyl)-5-methylpyrimidine (164 mg, 0.7 mmol) and the synthetic procedure described for Intermediate 80. Purification by Biotage™ chromatography (Si, 40 g) eluting 4:1 cyclohexane:EtOAc afforded the title compound as a pale yellow oil (60 mg).

Workup

  1. customPurification by Biotage™ chromatography (Si, 40 g)
  2. washeluting 4:1 cyclohexane

Sources & evidence

ORD record
ord-43f87e221be84f08ad0ae958d7ab616b
Source dataset
uspto-grants-2007_04
Patent number
US07199239B2

Reaction notes

Loading…