5-(2-(Methylthio)ethoxy)pyrimidin-2-amine → HCID 178471776, compound

HRID 1442521Notes

Reaction equation

HRID 1442521 reaction equation
[CH:1]([C:3]1[CH:8]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:6]=[CH:5][C:4]=1[N:13]([CH2:16][C@H:17]1[CH2:22][CH2:21][C@H:20]([CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH2:19][CH2:18]1)[CH2:14][CH3:15])=O.[CH3:29][S:30][CH2:31][CH2:32][O:33][C:34]1[CH:35]=[N:36][C:37]([NH2:40])=[N:38][CH:39]=1>>[CH3:29][S:30][CH2:31][CH2:32][O:33][C:34]1[CH:39]=[N:38][C:37]([NH:40][CH2:1][C:3]2[CH:8]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:6]=[CH:5][C:4]=2[N:13]([CH2:16][C@H:17]2[CH2:18][CH2:19][C@H:20]([CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH2:21][CH2:22]2)[CH2:14][CH3:15])=[N:36][CH:35]=1

Participants

3

Reactant 2

HCID 583396535-(2-(Methylthio)ethoxy)pyrimidin-2-amineHCID 178471781HCID 178471781, compound

Product 1

HCID 178471776HCID 178471776, compound

Procedure

By using ethyl trans-[4-({[2-(formyl)-4-(trifluoromethyl)phenyl](ethyl)amino}methyl)cyclohexyl]acetate instead of 2-[(cyclopentylmethyl)(ethyl)amino]-5-(trifluoromethyl)benzaldehyde, the reaction with 5-[2-(methylthio)ethoxy]pyrimidin-2-amine and treatments were performed in the same manner as those of Step 4 of Example 1 to obtain ethyl trans-{4-[({2-[({5-[2-(methylthio)ethoxy]pyrimidin-2-yl}amino)methyl]-4-(trifluoromethyl)phenyl}(ethyl)amino)methyl]cyclohexyl}acetate as a pale yellow oil.

Sources & evidence

ORD record
ord-58d256636b354d7b8a9727c7496045e8
Source dataset
uspto-grants-2010_02
Patent number
US07659271B2

Reaction notes

Loading…