(1-Benzothiophen-3-yl)boronic acid → HCID 59408908, compound

HRID 1422489Notes

Reaction equation

HRID 1422489 reaction equation
Cl[C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[C@@H:11]2[CH2:15][CH2:14][O:13][CH2:12]2)=[C:4]([NH:16][CH2:17][CH2:18][C:19]2[CH:24]=[CH:23][C:22]([OH:25])=[CH:21][CH:20]=2)[N:3]=1.[S:26]1[CH:30]=[C:29](B(O)O)[C:28]2[CH:34]=[CH:35][CH:36]=[CH:37][C:27]1=2>>[S:26]1[CH:30]=[C:29]([C:2]2[N:10]=[C:9]3[C:5]([N:6]=[CH:7][N:8]3[C@@H:11]3[CH2:15][CH2:14][O:13][CH2:12]3)=[C:4]([NH:16][CH2:17][CH2:18][C:19]3[CH:24]=[CH:23][C:22]([OH:25])=[CH:21][CH:20]=3)[N:3]=2)[C:28]2[CH:34]=[CH:35][CH:36]=[CH:37][C:27]1=2

Participants

3

Reactant 2

HCID 2776344(1-Benzothiophen-3-yl)boronic acidHCID 86643463HCID 86643463, compound

Product 1

HCID 59408908HCID 59408908, compound

Procedure

Following the procedure of Example 15d, (R)-4-(2-(2-chloro-9-(tetrahydrofuran-3-yl)-9H-purin-6-ylamino)ethyl)phenol (c) was reacted with benzo[b]thiophen-3-ylboronic acid (22.3 mg, 0.125 mmol). The crude residue was purified by reverse-phase preparative HPLC to afford the title compound as an off-white solid.

Workup

  1. customThe crude residue was purified by reverse-phase preparative HPLC

Sources & evidence

ORD record
ord-a9272923e6084e0ebb3fcfd41c10233b
Source dataset
uspto-grants-2015_01
Patent number
US08927281B2

Reaction notes

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