Tert-butyl 3-hydroxy-2,2-dimethylpropanoate → Tert-butyl 2,2-dimethyl-3-[2-methyl-4-[5-[4-(trifluoromethyl)-1-(2-trimethylsilylethoxymethyl)-imidazol-2-yl]-2-pyridyl]phenoxy]propanoate

HRID 623879Notes

Reaction equation

HRID 623879 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([C:14]3[N:15]([CH2:23][O:24][CH2:25][CH2:26][Si:27]([CH3:30])([CH3:29])[CH3:28])[CH:16]=[C:17]([C:19]([F:22])([F:21])[F:20])[N:18]=3)=[CH:10][N:9]=2)[CH:5]=[CH:4][C:3]=1[OH:31].O[CH2:33][C:34]([CH3:43])([CH3:42])[C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36]>>[CH3:33][C:34]([CH3:43])([CH2:42][O:31][C:3]1[CH:4]=[CH:5][C:6]([C:8]2[CH:13]=[CH:12][C:11]([C:14]3[N:15]([CH2:23][O:24][CH2:25][CH2:26][Si:27]([CH3:30])([CH3:29])[CH3:28])[CH:16]=[C:17]([C:19]([F:20])([F:22])[F:21])[N:18]=3)=[CH:10][N:9]=2)=[CH:7][C:2]=1[CH3:1])[C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36]

Participants

3

Reactant 2

HCID 54272639Tert-butyl 3-hydroxy-2,2-dimethylpropanoateHCID 1363786332-Methyl-4-[5-[4-(trifluoromethyl)-1-(2-trimethylsilylethoxymethyl)-imidazol-2-yl]-2-pyridyl]phenol

Product 1

HCID 86698168Tert-butyl 2,2-dimethyl-3-[2-methyl-4-[5-[4-(trifluoromethyl)-1-(2-trimethylsilylethoxymethyl)-imidazol-2-yl]-2-pyridyl]phenoxy]propanoateYield 34.5%

Procedure

By using 2-methyl-4-[5-[4-(trifluoromethyl)-1-(2-trimethylsilylethoxymethyl)-imidazol-2-yl]-2-pyridyl]phenol (224 mg) and tert-butyl 3-hydroxy-2,2-dimethylpropanoate (284 mg), the procedure was carried out in the same manner as in Example 1-1) to obtain tert-butyl 2,2-dimethyl-3-[2-methyl-4-[5-[4-(trifluoromethyl)-1-(2-trimethylsilylethoxymethyl)imidazol-2-yl]-2-pyridyl]phenoxy]propanoate (104 mg).

Sources & evidence

ORD record
ord-733a2e2b2ae74c02a65042d2b3562924
Source dataset
uspto-grants-2016_04
Patent number
US09302996B2

Reaction notes

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