5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo(2,3-b)pyridine → HCID 59593122, compound

HRID 2262295Notes

Reaction equation

HRID 2262295 reaction equation
Cl[C:2]1[N:3]=[C:4]([N:25]2[CH2:30][CH2:29][O:28][CH2:27][CH2:26]2)[C:5]2[S:10][C:9]([C:11]3[CH:12]=[C:13]([S:17]([CH2:20][C@@H:21]([OH:23])[CH3:22])(=[O:19])=[O:18])[CH:14]=[CH:15][CH:16]=3)=[C:8]([CH3:24])[C:6]=2[N:7]=1.[NH:31]1[C:39]2[C:34](=[CH:35][C:36](B3OC(C)(C)C(C)(C)O3)=[CH:37][N:38]=2)[CH:33]=[CH:32]1>>[CH3:24][C:8]1[C:6]2[N:7]=[C:2]([C:36]3[CH:35]=[C:34]4[CH:33]=[CH:32][NH:31][C:39]4=[N:38][CH:37]=3)[N:3]=[C:4]([N:25]3[CH2:30][CH2:29][O:28][CH2:27][CH2:26]3)[C:5]=2[S:10][C:9]=1[C:11]1[CH:12]=[C:13]([S:17]([CH2:20][C@@H:21]([OH:23])[CH3:22])(=[O:19])=[O:18])[CH:14]=[CH:15][CH:16]=1

Participants

3

Reactant 2

HCID 242087895-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo(2,3-b)pyridineHCID 86624250HCID 86624250, compound

Product 1

HCID 59593122HCID 59593122, compound

Procedure

(S)-1-(3-(2-chloro-7-methyl-4-morpholinothieno[3,2-d]pyrimidin-6-yl)phenylsulfonyl)propan-2-ol (10 mg) was coupled to 7-azaindole-5-boronic acid pinacol ester via General Procedure A. The product was purified by reverse phase HPLC to yield 38 mg of 415. MS (Q1) 550.0 (M)+

Workup

  1. customThe product was purified by reverse phase HPLC

Sources & evidence

ORD record
ord-e8566deb1ba9418b9a7c90eff5552a33
Source dataset
uspto-grants-2010_12
Patent number
US07846929B2

Reaction notes

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