Tert-butyl 6-(bromomethyl)-2-[(tert-butoxycarbonyl)oxy]-3-(trifluoromethyl)benzoate → HCID 67119246, compound

HRID 2076689Notes

Reaction equation

HRID 2076689 reaction equation
[CH3:1][N:2]([CH3:23])[C:3]([C:5]1[CH:6]=[C:7]([C:16]2[CH:21]=[CH:20][C:19]([OH:22])=[CH:18][CH:17]=2)[CH:8]=[CH:9][C:10]=1[CH2:11][C:12]([O:14]C)=[O:13])=[O:4].Br[CH2:25][C:26]1[C:31]([C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])=[C:30]([O:39]C(OC(C)(C)C)=O)[C:29]([C:47]([F:50])([F:49])[F:48])=[CH:28][CH:27]=1>>[C:35]([O:34][C:32]([C:31]1[C:30]([OH:39])=[C:29]([C:47]([F:48])([F:49])[F:50])[CH:28]=[CH:27][C:26]=1[CH2:25][O:22][C:19]1[CH:18]=[CH:17][C:16]([C:7]2[CH:8]=[CH:9][C:10]([CH2:11][C:12]([OH:14])=[O:13])=[C:5]([C:3]([N:2]([CH3:23])[CH3:1])=[O:4])[CH:6]=2)=[CH:21][CH:20]=1)=[O:33])([CH3:38])([CH3:36])[CH3:37]

Participants

3

Reactant 2

HCID 67119234Tert-butyl 6-(bromomethyl)-2-[(tert-butoxycarbonyl)oxy]-3-(trifluoromethyl)benzoateHCID 86617432HCID 86617432, compound

Product 1

HCID 67119246HCID 67119246, compoundYield 67%

Procedure

According to a method similar to Example (2-3), Example (33-5) and Example (17-4), from methyl {3-[(dimethylamino)carbonyl]-4′-hydroxy-1,1′-biphenyl-4-yl}acetate (82 mg, 0.262 mmol) obtained in Example (89-1) and tert-butyl 6-(bromomethyl)-2-[(tert-butoxycarbonyl)oxy]-3-(trifluoromethyl)benzoate (131 mg, 0.288 mmol) obtained in Example (28-5), the title compound was obtained (100 mg, three-step total yield: 67%).

Sources & evidence

ORD record
ord-70230642a9c34ff39e70f777a4c3a70d
Source dataset
uspto-grants-2011_04
Patent number
US07923573B2

Reaction notes

Loading…