3-(Pyrrolidino)phenylboronic acid → N-(3-(4-Isopropylphenyl)-4,6-dimethyl-7-(3-(1-pyrrolidinyl)phenyl)-2,3-dihydro-1-benzofuran-5-yl)-3,3-dimethylbutanamide

HRID 1787338Notes

Reaction equation

HRID 1787338 reaction equation
Br[C:2]1[C:10]2[O:9][CH2:8][CH:7]([C:11]3[CH:16]=[CH:15][C:14]([CH:17]([CH3:19])[CH3:18])=[CH:13][CH:12]=3)[C:6]=2[C:5]([CH3:20])=[C:4]([NH:21][C:22](=[O:28])[CH2:23][C:24]([CH3:27])([CH3:26])[CH3:25])[C:3]=1[CH3:29].[N:30]1([C:35]2[CH:36]=[C:37](B(O)O)[CH:38]=[CH:39][CH:40]=2)[CH2:34][CH2:33][CH2:32][CH2:31]1>>[CH:17]([C:14]1[CH:13]=[CH:12][C:11]([CH:7]2[C:6]3[C:5]([CH3:20])=[C:4]([NH:21][C:22](=[O:28])[CH2:23][C:24]([CH3:27])([CH3:25])[CH3:26])[C:3]([CH3:29])=[C:2]([C:37]4[CH:38]=[CH:39][CH:40]=[C:35]([N:30]5[CH2:31][CH2:32][CH2:33][CH2:34]5)[CH:36]=4)[C:10]=3[O:9][CH2:8]2)=[CH:16][CH:15]=1)([CH3:19])[CH3:18]

Participants

3

Reactant 2

HCID 41926693-(Pyrrolidino)phenylboronic acidHCID 23113867N-(7-Bromo-3-(4-isopropylphenyl)-4,6-dimethyl-2,3-dihydro-1-benzofuran-5-yl)-3,3-dimethylbutanamide

Product 1

HCID 23114437N-(3-(4-Isopropylphenyl)-4,6-dimethyl-7-(3-(1-pyrrolidinyl)phenyl)-2,3-dihydro-1-benzofuran-5-yl)-3,3-dimethylbutanamideYield 17%

Procedure

Using N-(7-bromo-3-(4-isopropylphenyl)-4,6-dimethyl-2,3-dihydro-1-benzofuran-5-yl)-3,3-dimethylbutanamide obtained in Example 35 and (3-(1-pyrrolidinyl)phenyl)boronic acid, the title compound was obtained in the same manner as in Example 107. Yield: 17%. Melting point: 206-207° C. (ethyl acetate-hexane).

Sources & evidence

ORD record
ord-2bdb400d422048ef9a9c9bceb2a23787
Source dataset
uspto-grants-2009_03
Patent number
US07507841B2

Reaction notes

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