Methanol → 3-[4-(2-Hydroxyethoxy)-3-methoxyphenyl]-8-[2-(4-morpholin-4-ylphenoxy)ethyl]-5,10-dihydro-11h-dibenzo[b,e][1,4]diazepin-11-one

HRID 272730

反応式

HRID 272730 の反応式
[Si]([O:8][CH2:9][CH2:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[CH:19]=[CH:20][C:21]3[C:27](=[O:28])[NH:26][C:25]4[CH:29]=[C:30]([CH2:33][CH2:34][O:35][C:36]5[CH:41]=[CH:40][C:39]([N:42]6[CH2:47][CH2:46][O:45][CH2:44][CH2:43]6)=[CH:38][CH:37]=5)[CH:31]=[CH:32][C:24]=4[NH:23][C:22]=3[CH:48]=2)=[CH:14][C:13]=1[O:49][CH3:50])(C(C)(C)C)(C)C.CO.O.[F-].C([N+](CC)(CC)CC)C>O1CCOCC1>[OH:8][CH2:9][CH2:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[CH:19]=[CH:20][C:21]3[C:27](=[O:28])[NH:26][C:25]4[CH:29]=[C:30]([CH2:33][CH2:34][O:35][C:36]5[CH:41]=[CH:40][C:39]([N:42]6[CH2:43][CH2:44][O:45][CH2:46][CH2:47]6)=[CH:38][CH:37]=5)[CH:31]=[CH:32][C:24]=4[NH:23][C:22]=3[CH:48]=2)=[CH:14][C:13]=1[O:49][CH3:50]

参加物

5

反応物 3

HCID 887MethanolHCID 16211652Tetraethylammonium fluoride hydrateHCID 692197303-[4-(2-{[Tert-butyl(dimethyl)silyl]oxy}ethoxy)-3-methoxyphenyl]-8-[2-(4-morpholin-4-ylphenoxy)ethyl]-5,10-dihydro-11h-dibenzo[b,e][1,4]diazepin-11-one

生成物 1

HCID 692179193-[4-(2-Hydroxyethoxy)-3-methoxyphenyl]-8-[2-(4-morpholin-4-ylphenoxy)ethyl]-5,10-dihydro-11h-dibenzo[b,e][1,4]diazepin-11-one

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

A mixture of Example 609A (23 mg, 0.033 mmol) in 1:1 MeOH:dioxane (2 mL) was treated with tetraethylammonium fluoride hydrate (49.4 mg, 0.33 mmol) at 50° C. for 24 hours. The reaction was then cooled to room temperature, concentrated, diluted with ethyl acetate, washed with water and brine, dried (MgSO4), filtered and concentrated. The residue was purified by preparative HPLC to provide the title compound. MS (ESI) m/e 582 (M+H)+; 1H NMR (300 MHz, DMSO-d6) □ 9.75 (s, 1H), 7.84 (s, 1H), 7.72 (d, J=8.1 Hz, 1H), 7.25 (d, J=1.4 Hz, 1H), 7.15-7.20 (m, 3H), 7.07 (m, 1H), 6.80-6.96 (m, 7H), 4.00-4.06 (m, 4H), 3.85 (s, 3H), 3.70-3.75 (m, 6H), 2.96-2.99 (m, 4H), 2.86 (t, J=6.4 Hz, 2H).

後処理

  1. concentrationconcentrated
  2. additiondiluted with ethyl acetate
  3. washwashed with water and brine
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe residue was purified by preparative HPLC

出典と根拠

ORDレコード
ord-c2466413a495452f9dde97f90696a8ba
出典データセット
uspto-grants-2008_11
特許番号
US07456169B2

関連ノート

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