2-Bromothiazole → 7-Chloro-2-(1,3-thiazol-2-yl)thieno[3,2-b]pyridine

反応式

[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[CH:8]=[C:9]([Sn](C)(C)C)[S:10][C:3]=12.Br[C:16]1[S:17][CH:18]=[CH:19][N:20]=1>>[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[CH:8]=[C:9]([C:16]3[S:17][CH:18]=[CH:19][N:20]=3)[S:10][C:3]=12

参加物

反応物 2

HCID 764302-Bromothiazole

HCID 221434977-Chloro-2-(trimethylstannyl)thieno[3,2-b]pyridine

生成物 1

HCID 221436637-Chloro-2-(1,3-thiazol-2-yl)thieno[3,2-b]pyridine収率 46.2%

実験手順

This material was prepared by coupling of 7-chloro-2-(trimethylstannyl)thieno[3,2-b]pyridine 39a (0.140 g, 0.42 mmole) and 2-bromo-1,3-thiazole (0.038 ml, 0.42 mmole) with tereakis(triphenylphosphine) palladium (0.019 g) in a manner as previously described in example 39b to give a yellow solid (0.049 g, 46%). 1H NMR (300 MHz, CDCl3) δ8.59 (1H, d, J=5.1 Hz), 7.93 (1H, s), 7.89 (1H, d, J=3.4 Hz), 7.45 (1H, d, J=3.4 Hz), 7.30 (1H, d, J=5.1 Hz).

出典と根拠

ORDレコード: ord-cc939c463fe64c32b9bf7949dceec7d5
出典データセット: uspto-grants-2005_03
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US06869962B2

反応ノート

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