5-Chloromethyl-4-(2-methoxy-ethyl)-6-methyl-2-(4-trifluoromethyl-phenyl)-pyrimidine → 2-(3-{[4-(2-Methoxy-ethyl)-6-methyl-2-(4-trifluoromethyl-phenyl)-pyrimidin-5-ylmethyl]-methyl-carbamoyl}-phenoxy)-2-methyl-propionic acid ethyl ester

HRID 1242416Notes

Reaction equation

HRID 1242416 reaction equation
[CH2:1]([O:3][C:4](=[O:19])[C:5]([CH3:18])([O:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([C:14](=[O:17])[NH:15][CH3:16])[CH:9]=1)[CH3:6])[CH3:2].Cl[CH2:21][C:22]1[C:23]([CH2:39][CH2:40][O:41][CH3:42])=[N:24][C:25]([C:29]2[CH:34]=[CH:33][C:32]([C:35]([F:38])([F:37])[F:36])=[CH:31][CH:30]=2)=[N:26][C:27]=1[CH3:28]>>[CH2:1]([O:3][C:4](=[O:19])[C:5]([O:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([C:14](=[O:17])[N:15]([CH2:21][C:22]2[C:23]([CH2:39][CH2:40][O:41][CH3:42])=[N:24][C:25]([C:29]3[CH:30]=[CH:31][C:32]([C:35]([F:38])([F:36])[F:37])=[CH:33][CH:34]=3)=[N:26][C:27]=2[CH3:28])[CH3:16])[CH:9]=1)([CH3:18])[CH3:6])[CH3:2]

Participants

3

Reactant 2

HCID 219357495-Chloromethyl-4-(2-methoxy-ethyl)-6-methyl-2-(4-trifluoromethyl-phenyl)-pyrimidineHCID 67072284HCID 67072284, compound

Product 1

HCID 670722602-(3-{[4-(2-Methoxy-ethyl)-6-methyl-2-(4-trifluoromethyl-phenyl)-pyrimidin-5-ylmethyl]-methyl-carbamoyl}-phenoxy)-2-methyl-propionic acid ethyl ester

Procedure

In analogy to the procedures described in examples 59C] and 26C], 2-methyl-2-(3-methylcarbamoyl-phenoxy)-propionic acid ethyl ester (example 59B]) was reacted 5-chloromethyl-4-(2-methoxy-ethyl)-6-methyl-2-(4-trifluoromethyl-phenyl)-pyrimidine (example 118G]) to give 2-(3-{[4-(2-methoxy-ethyl)-6-methyl-2-(4-trifluoromethyl-phenyl)-pyrimidin-5-ylmethyl]-methyl-carbamoyl}-phenoxy)-2-methyl-propionic acid ethyl ester, which was subsequently saponified to yield the title compound as light brown solid.

Sources & evidence

ORD record
ord-5200ec95713c41f4aaadb03d0f5b8567
Source dataset
uspto-grants-2006_10
Patent number
US07115611B2

Reaction notes

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