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Diisopropylethylamine → methyl 1-(3-methoxypropyl)-1H-indazol-6-carboxylate

HRID 922448
ノート
印刷プレビュー

反応式

HRID 922448 の反応式
Br[C:2]1[C:10]2[C:5](=[CH:6][C:7]([C:11]([O:13][CH3:14])=[O:12])=[CH:8][CH:9]=2)[N:4]([CH2:15][CH2:16][CH2:17][O:18][CH3:19])[N:3]=1.C(N(C(C)C)CC)(C)C>CO.[Pd]>[CH3:19][O:18][CH2:17][CH2:16][CH2:15][N:4]1[C:5]2[C:10](=[CH:9][CH:8]=[C:7]([C:11]([O:13][CH3:14])=[O:12])[CH:6]=2)[CH:2]=[N:3]1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 81531DiisopropylethylamineHCID 59494402methyl 3-bromo-1-(3-methoxypropyl)-1H-indazole-6-carboxylate

生成物 1

HCID 68632252methyl 1-(3-methoxypropyl)-1H-indazol-6-carboxylate収率 105.4%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

To a solution of methyl 3-bromo-1-(3-methoxypropyl)-1H-indazole-6-carboxylate (3.0 g) and diisopropylethylamine (2.4 mL) in methanol (60 mL) was added 10% palladium on carbon catalyst (600 mg), and the mixture was stirred under hydrogen for 1 hour. An insoluble was filtered, and then the filtrate was concentrated under reduced pressure. The residue was dissolved in chloroform, sequentially washed with 10% hydrochloric acid water and saturated saline, and then concentrated under reduced pressure to give methyl 1-(3-methoxypropyl)-1H-indazole-6-carboxylate [REx(18-1)] (2.40 g) as a pale yellow oil.

後処理

  1. filtrationAn insoluble was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. dissolutionThe residue was dissolved in chloroform
  4. washsequentially washed with 10% hydrochloric acid water and saturated saline
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-86af1a61beda43b2970d08be6c0bcae1
出典データセット
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09278944B2

反応ノート

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