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5-isopropyl-1-methyl-3-(tributylstannyl)-1H-indazole → (7-(tert-butylcarbamoyl)-2-(5-isopropyl-1-methyl-1H-indazol-3-yl)-5H-pyrrolo[2,3-b]pyrazin-5-yl)methyl pivalate

HRID 246769
ノート
印刷プレビュー

反応式

HRID 246769 の反応式
[CH:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[N:9]([CH3:13])[N:8]=[C:7]2[Sn](CCCC)(CCCC)CCCC)([CH3:3])[CH3:2].[C:27]([O:33][CH2:34][N:35]1[C:39]2=[N:40][CH:41]=[C:42](Br)[N:43]=[C:38]2[C:37]([C:45](=[O:51])[NH:46][C:47]([CH3:50])([CH3:49])[CH3:48])=[CH:36]1)(=[O:32])[C:28]([CH3:31])([CH3:30])[CH3:29]>CN(C=O)C.[Cu]I.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[C:27]([O:33][CH2:34][N:35]1[C:39]2=[N:40][CH:41]=[C:42]([C:7]3[C:6]4[C:10](=[CH:11][CH:12]=[C:4]([CH:1]([CH3:2])[CH3:3])[CH:5]=4)[N:9]([CH3:13])[N:8]=3)[N:43]=[C:38]2[C:37]([C:45](=[O:51])[NH:46][C:47]([CH3:50])([CH3:49])[CH3:48])=[CH:36]1)(=[O:32])[C:28]([CH3:31])([CH3:30])[CH3:29]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 2

HCID 712803365-isopropyl-1-methyl-3-(tributylstannyl)-1H-indazoleHCID 86677996(2-bromo-7-(tert-butylcarbamoyl)-5H-pyrrolo[2,3-b]pyrazin-5-yl)methyl pivalate

生成物 1

HCID 71279754(7-(tert-butylcarbamoyl)-2-(5-isopropyl-1-methyl-1H-indazol-3-yl)-5H-pyrrolo[2,3-b]pyrazin-5-yl)methyl pivalate

試薬・触媒・溶媒 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)触媒
HCID 178418397
HCID 178418397、化合物
触媒
HCID 6228Dimethylformamide溶媒

実験手順

A mixture 5-isopropyl-1-methyl-3-(tributylstannyl)-1H-indazole, (2-bromo-7-(tert-butylcarbamoyl)-5H-pyrrolo[2,3-b]pyrazin-5-yl)methyl pivalate (0.408 g, 1 mmol), CuI (0.06 g, 0.32 mmol) and Pd(PPh3)4 (0.06 g, 0.052 mmol) in 40 mL of DMF was stirred at 80° C. under nitrogen for 4 hours. The solvent was removed under reduced pressure and the residue was triturated with water (15 mL) and petroleum ether (30 mL) then decanted and dried to give crude (7-(tert-butylcarbamoyl)-2-(5-isopropyl-1-methyl-1H-indazol-3-yl)-5H-pyrrolo[2,3-b]pyrazin-5-yl)methyl pivalate (0.15 g) as a yellow solid, which was used into next step without further purification. LCMS: (M+H)+=505.

後処理

  1. customThe solvent was removed under reduced pressure
  2. customthe residue was triturated with water (15 mL) and petroleum ether (30 mL)
  3. customthen decanted
  4. customdried

出典と根拠

ORDレコード
ord-dfbfe25959414b4080d3f4f04b9697b6
出典データセット
uspto-grants-2014_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08658646B2

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