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Hydrochloric Acid → 3-[(1S)-2-Hydroxy-1-methylethoxy]-5-[(1-methyl-1H-indol-5-yl)oxy]-N-(1-methyl-1H-pyrazol-3-yl)benzamide

HRID 548656
ノート
印刷プレビュー

反応式

HRID 548656 の反応式
Cl.[Si]([O:9][CH2:10][C@H:11]([CH3:39])[O:12][C:13]1[CH:14]=[C:15]([CH:25]=[C:26]([O:28][C:29]2[CH:30]=[C:31]3[C:35](=[CH:36][CH:37]=2)[N:34]([CH3:38])[CH:33]=[CH:32]3)[CH:27]=1)[C:16]([NH:18][C:19]1[CH:23]=[CH:22][N:21]([CH3:24])[N:20]=1)=[O:17])(C(C)(C)C)(C)C.C(=O)(O)[O-].[Na+]>CO>[OH:9][CH2:10][C@H:11]([CH3:39])[O:12][C:13]1[CH:14]=[C:15]([CH:25]=[C:26]([O:28][C:29]2[CH:30]=[C:31]3[C:35](=[CH:36][CH:37]=2)[N:34]([CH3:38])[CH:33]=[CH:32]3)[CH:27]=1)[C:16]([NH:18][C:19]1[CH:23]=[CH:22][N:21]([CH3:24])[N:20]=1)=[O:17]
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 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 576631753-((1S)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethoxy)-5-[(1-methyl-1H-indol-5-yl)oxy]-N-(1-methyl-1H-pyrazol-3-yl)benzamide

生成物 1

HCID 159492133-[(1S)-2-Hydroxy-1-methylethoxy]-5-[(1-methyl-1H-indol-5-yl)oxy]-N-(1-methyl-1H-pyrazol-3-yl)benzamide収率 91.9%

試薬・触媒・溶媒 1

HCID 887
Methanol
溶媒

実験手順

10% Hydrochloric acid (0.5 mL) was added to a solution of 3-((1S)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethoxy)-5-[(1-methyl-1H-indol-5-yl)oxy]-N-(1-methyl-1H-pyrazol-3-yl)benzamide (120 mg, 0.22 mmol) in methanol (5 mL). The reaction was stirred at ambient temperature for 1 hour, saturated sodium bicarbonate solution added and the methanol evaporated. The aqueous residue was taken to pH 2 and extracted with ethyl acetate. The extracts were combined, washed with brine, dried (MgSO4), filtered and evaporated in vacuo to give the crude product which was chromatographed on silica, eluting with 1% methanol in ethyl acetate, to give the desired product (85 mg).

後処理

  1. customthe methanol evaporated
  2. extractionextracted with ethyl acetate
  3. washwashed with brine
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. customevaporated in vacuo
  7. customto give the crude product which
  8. customwas chromatographed on silica
  9. washeluting with 1% methanol in ethyl acetate

出典と根拠

ORDレコード
ord-f3dc03222feb42739324f90bcc8307d2
出典データセット
uspto-grants-2011_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07943607B2

反応ノート

読み込み中…

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