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3-(benzyloxy)-N-(1-methyl-1H-pyrazol-3-yl)-5-{(1S)-1-methyl-2-[(triisopropylsilyl)oxy]ethoxy}benzamide → 3-hydroxy-N-(1-methyl-1H-pyrazol-3-yl)-5-[((1S)-1-methyl-2-{[tris(1-methylethyl)silyl]oxy}ethyl)oxy]benzamide

HRID 20591
ノート
印刷プレビュー

反応式

HRID 20591 の反応式
C([O:8][C:9]1[CH:10]=[C:11]([CH:21]=[C:22]([O:24][C@@H:25]([CH3:38])[CH2:26][O:27][Si:28]([CH:35]([CH3:37])[CH3:36])([CH:32]([CH3:34])[CH3:33])[CH:29]([CH3:31])[CH3:30])[CH:23]=1)[C:12]([NH:14][C:15]1[CH:19]=[CH:18][N:17]([CH3:20])[N:16]=1)=[O:13])C1C=CC=CC=1>[Pd].C1COCC1>[OH:8][C:9]1[CH:10]=[C:11]([CH:21]=[C:22]([O:24][C@@H:25]([CH3:38])[CH2:26][O:27][Si:28]([CH:35]([CH3:37])[CH3:36])([CH:29]([CH3:31])[CH3:30])[CH:32]([CH3:33])[CH3:34])[CH:23]=1)[C:12]([NH:14][C:15]1[CH:19]=[CH:18][N:17]([CH3:20])[N:16]=1)=[O:13]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 1

HCID 536296203-(benzyloxy)-N-(1-methyl-1H-pyrazol-3-yl)-5-{(1S)-1-methyl-2-[(triisopropylsilyl)oxy]ethoxy}benzamide

生成物 1

HCID 536296193-hydroxy-N-(1-methyl-1H-pyrazol-3-yl)-5-[((1S)-1-methyl-2-{[tris(1-methylethyl)silyl]oxy}ethyl)oxy]benzamide収率 100.6%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8028Tetrahydrofuran溶媒

実験手順

10% Palladium on carbon was added to 3-(benzyloxy)-N-(1-methyl-1H-pyrazol-3-yl)-5-{(1S)-1-methyl-2-[(triisopropylsilyl)oxy]ethoxy}benzamide (21.7 g, 40.4 mmol) in dry THF (480 mL) under argon. The reaction mixture was degassed and placed under a hydrogen balloon and stirred for 16 hours. The atmosphere was replaced with argon and mixture was filtered through diatomaceous earth then the filtrate evaporated and dried under high vacuum for 1 hour to give the title compound (18.2 g).

後処理

  1. customThe reaction mixture was degassed
  2. filtrationwas filtered through diatomaceous earth
  3. customthe filtrate evaporated
  4. customdried under high vacuum for 1 hour

出典と根拠

ORDレコード
ord-b987b0f79d074efb8cf70958dc8e52ef
出典データセット
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07745475B2

反応ノート

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