(3-((Tert-butoxy)carbonyl)phenyl)boronic acid → HCID 59299462, compound

HRID 2235247Notes

Reaction equation

HRID 2235247 reaction equation
Br[C:2]1[CH:20]=[CH:19][C:5]([CH2:6][CH:7]2[CH2:11][CH2:10][N:9]([CH:12]3[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]3)[C:8]2=[O:18])=[C:4]([Cl:21])[CH:3]=1.[C:22]([O:26][C:27]([C:29]1[CH:30]=[C:31](B(O)O)[CH:32]=[CH:33][CH:34]=1)=[O:28])([CH3:25])([CH3:24])[CH3:23]>>[C:22]([O:26][C:27]([C:29]1[CH:34]=[C:33]([C:2]2[CH:20]=[CH:19][C:5]([CH2:6][CH:7]3[CH2:11][CH2:10][N:9]([CH:12]4[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]4)[C:8]3=[O:18])=[C:4]([Cl:21])[CH:3]=2)[CH:32]=[CH:31][CH:30]=1)=[O:28])([CH3:25])([CH3:23])[CH3:24]

Participants

3

Reactant 2

HCID 2773299(3-((Tert-butoxy)carbonyl)phenyl)boronic acidHCID 116822063-(4-Bromo-2-chlorobenzyl)-1-cyclohexylpyrrolidin-2-one

Product 1

HCID 59299462HCID 59299462, compoundYield 80.1%

Procedure

Using the procedure to synthesize Example 81 and using reagents 3-(4-bromo-2-chloro-benzyl)-1-cyclohexyl-pyrrolidin-2-one (500 mg, 1.35 mmol) and 3-(tert-butoxycarbonyl)phenylboronic acid (900 mg, 4.0 mmol) affords 506 mg (80%) of the title compound: Mass spectrum (apci) m/z=468.2 (M+H).

Workup

  1. customto synthesize Example 81

Sources & evidence

ORD record
ord-532af540eef4447689c047b7e2f0a930
Source dataset
uspto-grants-2010_05
Patent number
US07713979B2

Reaction notes

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