5-Indolylboronic acid → 4-(5-(3,4-dimethoxyphenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)benzamide

HRID 85018

反応式

HRID 85018 の反応式
[NH:1]1[C:9]2C(=CC(B(O)O)=CC=2)C=C1.BrC1C=C2C(I)=CN(S(C3C=CC(C)=CC=3)(=O)=[O:25])C2=NC=1.[CH3:34][O:35][C:36]1[CH:37]=[C:38](B(O)O)[CH:39]=[CH:40][C:41]=1[O:42][CH3:43].COC1C=C(B(O)O)C=C(OC)C=1OC.Br[C:63]1[CH:64]=[C:65]2[C:71]([C:72]3[CH:73]=[C:74]4[C:78](=[CH:79][CH:80]=3)NC=C4)=[CH:70][N:69](S(C3C=CC(C)=CC=3)(=O)=O)[C:66]2=[N:67][CH:68]=1>>[CH3:34][O:35][C:36]1[CH:37]=[C:38]([C:63]2[CH:64]=[C:65]3[C:71]([C:72]4[CH:80]=[CH:79][C:78]([C:9]([NH2:1])=[O:25])=[CH:74][CH:73]=4)=[CH:70][NH:69][C:66]3=[N:67][CH:68]=2)[CH:39]=[CH:40][C:41]=1[O:42][CH3:43]

参加物

6

反応物 5

HCID 27343615-Indolylboronic acidHCID 27343903,4,5-Trimethoxybenzeneboronic acidHCID 27347023,4-Dimethoxyphenylboronic acidHCID 497590665-bromo-3-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridineHCID 667791765-bromo-3-(1H-indol-5-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine

生成物 1

HCID 462343504-(5-(3,4-dimethoxyphenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)benzamide

実験手順

Compound AC was prepared by a method analogous to that described in Example 1 by substituting 4-carbamoylphenylboronic acid for 1H-indol-5-ylboronic acid in the reaction with Intermediate A and 3,4-dimethoxyphenylboronic acid for 3,4,5-trimethoxyphenylboronic acid in the reaction with Intermediate B. HPLC retention time: 1.60 minutes. MS ESI (m/z): 374.2 (M+H)+, calc. 373.

後処理

  1. customCompound AC was prepared by a method analogous to

出典と根拠

ORDレコード
ord-b7c8ddf501144d8fb543866d1bdca34c
出典データセット
uspto-grants-2014_09
特許番号
US08846909B2

関連ノート

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