ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Sodium Carbonate → 5-[4-(4-methoxypyridin-3-yl)benzyl]-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinoline-6-carboxylic acid tert-butyl ester

HRID 1892625
ノート
印刷プレビュー

反応式

HRID 1892625 の反応式
O.[CH3:2][O:3][C:4]1[CH:9]=[CH:8][N:7]=[CH:6][C:5]=1B(O)O.[C:13]([O:17][C:18]([N:20]1[CH2:29][CH2:28][C:27]2[CH:26]=[C:25]3[O:30][CH2:31][O:32][C:24]3=[CH:23][C:22]=2[CH:21]1[CH2:33][C:34]1[CH:39]=[CH:38][C:37](Br)=[CH:36][CH:35]=1)=[O:19])([CH3:16])([CH3:15])[CH3:14].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C([O-])([O-])=O.[Na+].[Na+]>CC(O)C.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[C:13]([O:17][C:18]([N:20]1[CH2:29][CH2:28][C:27]2[CH:26]=[C:25]3[O:30][CH2:31][O:32][C:24]3=[CH:23][C:22]=2[CH:21]1[CH2:33][C:34]1[CH:35]=[CH:36][C:37]([C:5]2[CH:6]=[N:7][CH:8]=[CH:9][C:4]=2[O:3][CH3:2])=[CH:38][CH:39]=1)=[O:19])([CH3:16])([CH3:14])[CH3:15]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 10340Sodium CarbonateHCID 11776TriphenylphosphineHCID 441196714-Methoxypyridine-3-boronic acid monohydrateHCID 597442655-(4-Bromobenzyl)-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinoline-6-carboxylic acid tert-butyl ester

生成物 1

HCID 597442885-[4-(4-methoxypyridin-3-yl)benzyl]-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinoline-6-carboxylic acid tert-butyl ester
収率 35%

試薬・触媒・溶媒 2

HCID 167845palladium(II) acetate触媒HCID 3776Isopropanol溶媒

実験手順

A mixture of 4-methoxy pyridine-3-boronic acid hydrate 19 (0.716 g, 4.684 mmol), 5-(4-bromobenzyl)-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinoline-6-carboxylic acid tert-butyl ester 38 (1.043 g, 2.342 mmol), Palladium(II) acetate (0.021 g, 0.094 mmol), triphenylphosphine (0.049 g, 0.187 mmol) and Na2CO3 (0.993 g, 9.368 mmol) in anhydrous 2-propanol (20 mL) was refluxed for 16 h. The reaction mixture was cooled to room temperature, filtered through silica, washed with ethyl acetate. The solvents were concentrated under reduced pressure. The crude residue was purified by flash column chromatography using Acetone-Hexanes (20:80 to 50:60 v/v) to yield 43 (0.389 g, 35%). MS (ES+) m/z 497 (M+Na)+.

後処理

  1. temperaturewas refluxed for 16 h
  2. filtrationfiltered through silica
  3. washwashed with ethyl acetate
  4. concentrationThe solvents were concentrated under reduced pressure
  5. customThe crude residue was purified by flash column chromatography

出典と根拠

ORDレコード
ord-2175767bd8db47b482bc8eea4a16ad38
出典データセット
uspto-grants-2013_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08507523B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート