Stk225823 → HCID 178457638、化合物

HRID 1490952ノート

反応式

HRID 1490952 の反応式
CC(C)N(C(=O)c1ccccc1-c1ccccc1)C(C)C>C1=CCCC=CCC1.C1=CCCC=CCC1.C1CCOC1.CC(C)(C)O.CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C.C[OH2+].C[OH2+].O=c1ccc2cccc(-c3ccc(-c4ccccn4)nc3)c2[nH]1.[Ir].[Ir].[K]>CC(C)N(C(=O)c1cc(B2OC(C)(C)C(C)(C)O2)ccc1-c1ccccc1)C(C)C

参加物

7

反応物 1

HCID 976048Stk225823

生成物 1

HCID 178457638HCID 178457638、化合物収率 79%

試薬・触媒・溶媒 5

HCID 2733548Bis(pinacolato)diborane試薬HCID 1646813858-([2,2'-bipyridin]-5-yl)quinolin-2(1H)-one試薬HCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridium触媒HCID 86639980Potassium tert-butoxide触媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
80 °C

実験手順

In an argon filled glove box, a 5.0 mL wheaton microreactor was charged with [Ir(cod)(OMe)]2 (1.98 mg, 1.5 mol%), L1 ligand (2.1 mg, 3.5 mol%), B2pin2 (50.8 mg, 1.0 equiv.), KOtBu (1.0 mg, 4.5 mol%), and dry THF (1.0 mL). The reaction mixture was stirred for 2 minutes at room temperature. To this mixture, N,N-diisopropyl-[1,1'-biphenyl]-2-carboxamide (56.3 mg, 0.2 mmol) was added. The microreactor was capped with a teflon pressure cap and placed into preheated aluminum block at 80 oC. The reaction mixture was stirred for 12 h. After completion (judged by GC/MS), THF was removed under reduced pressure and chromatographic separation with silica gel (12% ethyl acetate in hexane as eluent) gave the meta-borylated product 6e (64.4 mg, 79%) as white solid.

出典と根拠

ORDレコード
ord-7679cea9382d4647b24b8dcad8da0cd8
出典データセット
Borylation dataset from Roche

反応ノート

読み込み中…