4-Hydroxyphenylboronic acid → HCID 59299430, compound

HRID 2235216Notes

Reaction equation

HRID 2235216 reaction equation
[CH:1]12[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH:2]1[N:11]1[CH2:15][CH2:14][CH:13]([CH2:16][C:17]3[CH:22]=[CH:21][C:20](Br)=[CH:19][C:18]=3[Cl:24])[C:12]1=[O:25])[CH2:8]2.[OH:26][C:27]1[CH:32]=[CH:31][C:30](B(O)O)=[CH:29][CH:28]=1>>[CH:1]12[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH:2]1[N:11]1[CH2:15][CH2:14][CH:13]([CH2:16][C:17]3[CH:22]=[CH:21][C:20]([C:30]4[CH:31]=[CH:32][C:27]([OH:26])=[CH:28][CH:29]=4)=[CH:19][C:18]=3[Cl:24])[C:12]1=[O:25])[CH2:8]2

Participants

3

Reactant 2

HCID 27343604-Hydroxyphenylboronic acidHCID 59299482HCID 59299482, compound

Product 1

HCID 59299430HCID 59299430, compoundYield 72%

Procedure

Using the procedure to synthesize Example 81 and using reagents 1-adamantan-2-yl-3-(4-bromo-2-chloro-benzyl)-pyrrolidin-2-one (Example 76) (1.0 g, 2.4 mmol) and 4-hydroxyphenylboronic acid (980 mg, 7.1 mmol) affords 740 mg (72%) of the title compound: Mass spectrum (apci) m/z=436.2 (M+H).

Workup

  1. customto synthesize Example 81

Sources & evidence

ORD record
ord-81fc1a27d8274dab9aa3b00fdc188e6c
Source dataset
uspto-grants-2010_05
Patent number
US07713979B2

Reaction notes

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