Tert-butyl 6-(bromomethyl)-2-[(tert-butoxycarbonyl)oxy]-3-(trifluoromethyl)benzoate → HCID 11613340, compound

HRID 2076701Notes

Reaction equation

HRID 2076701 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:12][C:11]([CH2:13][C:14]([O:16]C)=[O:15])=[CH:10][C:9]=2[CH3:18])=[CH:4][CH:3]=1.Br[CH2:20][C:21]1[C:26]([C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])=[C:25]([O:34]C(OC(C)(C)C)=O)[C:24]([C:42]([F:45])([F:44])[F:43])=[CH:23][CH:22]=1>>[C:30]([O:29][C:27]([C:26]1[C:25]([OH:34])=[C:24]([C:42]([F:43])([F:44])[F:45])[CH:23]=[CH:22][C:21]=1[CH2:20][O:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:12][C:11]([CH2:13][C:14]([OH:16])=[O:15])=[CH:10][C:9]=2[CH3:18])=[CH:4][CH:3]=1)=[O:28])([CH3:33])([CH3:31])[CH3:32]

Participants

3

Reactant 2

HCID 67119234Tert-butyl 6-(bromomethyl)-2-[(tert-butoxycarbonyl)oxy]-3-(trifluoromethyl)benzoateHCID 86241486HCID 86241486, compound

Product 1

HCID 11613340HCID 11613340, compoundYield 13%

Procedure

According to a method similar to Example (2-3), Example (33-5) and Example (17-4), from methyl [5-(4-hydroxyphenyl)-4-methyl-2-thienyl]acetate (133 mg, 0.51 mmol) obtained in Example (96-4) and tert-butyl 6-(bromomethyl)-2-[(tert-butoxycarbonyl)oxy]-3-(trifluoromethyl)benzoate (254 mg, 0.56 mmol) obtained in Example (28-5), the title compound was obtained as a pale yellow crystal (35 mg, three-step total yield: 13%).

Sources & evidence

ORD record
ord-f4a217e6e24a4877a4dcc8ac6ba40bad
Source dataset
uspto-grants-2011_04
Patent number
US07923573B2

Reaction notes

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