Tert-butyl 2-hydroxy-6-{[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]methyl}-3-(trifluoromethyl)benzoate → HCID 67119231, compound

HRID 2076666Notes

Reaction equation

Br[C:2]1[CH:7]=[CH:6][C:5]([CH:8]([O:13][CH2:14][CH3:15])[C:9]([O:11]C)=[O:10])=[CH:4][CH:3]=1.[OH:16][C:17]1[C:29]([C:30]([F:33])([F:32])[F:31])=[CH:28][CH:27]=[C:26]([CH2:34][O:35][C:36]2[CH:41]=[CH:40][C:39](B3OC(C)(C)C(C)(C)O3)=[CH:38][CH:37]=2)[C:18]=1[C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20]>>[C:22]([O:21][C:19]([C:18]1[C:17]([OH:16])=[C:29]([C:30]([F:31])([F:32])[F:33])[CH:28]=[CH:27][C:26]=1[CH2:34][O:35][C:36]1[CH:41]=[CH:40][C:39]([C:2]2[CH:7]=[CH:6][C:5]([CH:8]([O:13][CH2:14][CH3:15])[C:9]([OH:11])=[O:10])=[CH:4][CH:3]=2)=[CH:38][CH:37]=1)=[O:20])([CH3:25])([CH3:23])[CH3:24]

Participants

Reactant 2

HCID 67119153Tert-butyl 2-hydroxy-6-{[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]methyl}-3-(trifluoromethyl)benzoate

HCID 86617418HCID 86617418, compound

Product 1

HCID 67119231HCID 67119231, compound

Procedure

According to a method similar to Example (31) and Example (17-4), from methyl (4-bromophenyl)(ethoxy)acetate (110 mg, 0.4 mmol) and tert-butyl 2-hydroxy-6-{[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]methyl}-3-(trifluoromethyl)benzoate (170 mg, 0.34 mmol) obtained in Example (22-4), the title compound was obtained as a grayish white powder (35 mg, yield: 19%).

Sources & evidence

ORD record: ord-36d85902171f45029cc0b1b9f40c43b3
Source dataset: uspto-grants-2011_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07923573B2

Reaction notes

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