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

Cesium carbonate → HCID 59233383、化合物

HRID 1400087
ノート
印刷プレビュー

反応式

HRID 1400087 の反応式
Br[C:2]1[N:3]=[N:4][C:5]([C:10]([F:13])([F:12])[F:11])=[CH:6][C:7]=1[O:8][CH3:9].[C:14]([O:18][C:19]([N:21]1[CH2:26][CH2:25][CH:24]([NH2:27])[CH2:23][CH2:22]1)=[O:20])([CH3:17])([CH3:16])[CH3:15].C(=O)([O-])[O-].[Cs+].[Cs+].C1C=CC(P(C2C=CC3C(=CC=CC=3)C=2C2C3C(=CC=CC=3)C=CC=2P(C2C=CC=CC=2)C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>C1(C)C=CC=CC=1.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[C:14]([O:18][C:19]([N:21]1[CH2:26][CH2:25][CH:24]([NH:27][C:2]2[N:3]=[N:4][C:5]([C:10]([F:13])([F:12])[F:11])=[CH:6][C:7]=2[O:8][CH3:9])[CH2:23][CH2:22]1)=[O:20])([CH3:17])([CH3:15])[CH3:16]
参加物反応条件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 10796Cesium carbonateHCID 634876Binap, (A+-)-HCID 12682914-Amino-1-Boc-piperidineHCID 592333823-Bromo-4-methoxy-6-(trifluoromethyl)pyridazine

生成物 1

HCID 59233383HCID 59233383、化合物収率 63.2%

試薬・触媒・溶媒 2

HCID 167845
palladium(II) acetate
触媒
HCID 1140Toluene溶媒

反応条件

温度
110 °C

実験手順

To a stirred solution of 3-bromo-4-methoxy-6-trifluoromethyl-pyridazine (D6) (0.79 g, 3.07 mmol), 4-amino-piperidine-1-carboxylic acid tert-butyl ester (0.74 g, 3.69 mmol) and cesium carbonate (2.0 g, 6.14 mmol) in toluene (15 ml) in a sealed tube under nitrogen, were added (R)-(+)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (0.29 g, 0.46 mmol) and palladium(II) acetate (0.034 g, 0.15 mmol). The reactiom mixture was stirred at 110° C. for 18 h. After cooling to room temperature, the reaction mixture was filtered though Celite and the filtrate was evaporated. The crude product was purified by flash column chromatography (silica gel; 3% ammonia in methanol (7M)/dichloromethane). The desired fractions were collected and evaporated in vacuo. to yield D7 (0.73 g, 63%) as a yellow solid. C16H23F3N4O3 requires 376; Found 377 (MH+).

後処理

  1. temperatureAfter cooling to room temperature
  2. filtrationthe reaction mixture was filtered though Celite
  3. customthe filtrate was evaporated
  4. customThe crude product was purified by flash column chromatography (silica gel; 3% ammonia in methanol (7M)/dichloromethane)
  5. customThe desired fractions were collected
  6. customevaporated in vacuo

出典と根拠

ORDレコード
ord-7df0ef6da96c4be39665fc50b5f4f2ba
出典データセット
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08906921B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート