Methyl 5-[1-(4-fluorophenyl)-2-(2-methylimidazol-1-yl)ethoxy]-2-(4-fluorophenethyl)benzoate → Methyl 5-[2-(imidazol-1-yl)-1-(thiazol-2-yl)ethoxy]-2-(4-fluorophenethyl)benzoate

HRID 1251897Notes

Reaction equation

HRID 1251897 reaction equation
[N:1]1([CH2:6][CH:7]([C:9]2[S:10][CH:11]=[CH:12][N:13]=2)[OH:8])[CH:5]=[CH:4][N:3]=[CH:2]1.[F:14][C:15]1[CH:33]=[CH:32][C:18]([CH2:19][CH2:20][C:21]2[CH:30]=[CH:29][C:28](O)=[CH:27][C:22]=2[C:23]([O:25][CH3:26])=[O:24])=[CH:17][CH:16]=1.CC1N(CC(C2C=CC(F)=CC=2)OC2C=CC(CCC3C=CC(F)=CC=3)=C(C=2)C(OC)=O)C=CN=1>>[N:1]1([CH2:6][CH:7]([C:9]2[S:10][CH:11]=[CH:12][N:13]=2)[O:8][C:28]2[CH:29]=[CH:30][C:21]([CH2:20][CH2:19][C:18]3[CH:17]=[CH:16][C:15]([F:14])=[CH:33][CH:32]=3)=[C:22]([CH:27]=2)[C:23]([O:25][CH3:26])=[O:24])[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

4

Reactant 3

HCID 18324372Methyl 5-[1-(4-fluorophenyl)-2-(2-methylimidazol-1-yl)ethoxy]-2-(4-fluorophenethyl)benzoateHCID 18324453Methyl 2-(4-fluorophenethyl)-5-hydroxybenzoateHCID 223250302-(Imidazol-1-yl)-1-(thiazol-2-yl)ethanol

Product 1

HCID 18324507Methyl 5-[2-(imidazol-1-yl)-1-(thiazol-2-yl)ethoxy]-2-(4-fluorophenethyl)benzoate

Procedure

Methyl 5-[2-(imidazol-1-yl)-1-(thiazol-2-yl)ethoxy]-2-(4-fluorophenethyl)benzoate was prepared from 2-(imidazol-1-yl)-1-(thiazol-2-yl)ethanol and methyl 2-(4-fluorophenethyl)-5-hydroxybenzoate by the Mitsunobu methodology used for the preparation of methyl 5-[2-(2-methylimidazol-1-yl)-1-(4-fluorophenyl)ethoxy]-2-(4-fluorophenethyl)benzoate in Example 45.

Sources & evidence

ORD record
ord-fb69508a69d949d1ad240f3bfe25a0c3
Source dataset
uspto-grants-2002_01
Patent number
US06342765B1

Reaction notes

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