Water → N-[2-[[6-[(3S)-3-methylmorpholin-4-yl]-2-[4-[(1-methylpyrazol-4-yl)methylcarbamoylamino]phenyl]pyrimidin-4-yl]methylsulfonyl]ethyl]acetamide

HRID 2353710

反応式

HRID 2353710 の反応式
ClC1C=CC=C(C(OO)=O)C=1.[OH2:12].[Mn]([O-])(=O)(=O)=O.[Na+].[CH3:19][C@H:20]1[CH2:25][O:24][CH2:23][CH2:22][N:21]1[C:26]1[N:31]=[C:30]([C:32]2[CH:37]=[CH:36][C:35]([NH:38][C:39](=[O:48])[NH:40][CH2:41][C:42]3[CH:43]=[N:44][N:45]([CH3:47])[CH:46]=3)=[CH:34][CH:33]=2)[N:29]=[C:28]([CH2:49][S:50][CH2:51][CH2:52][NH:53][C:54](=[O:56])[CH3:55])[CH:27]=1.[OH2:57]>O1CCOCC1>[CH3:19][C@H:20]1[CH2:25][O:24][CH2:23][CH2:22][N:21]1[C:26]1[N:31]=[C:30]([C:32]2[CH:37]=[CH:36][C:35]([NH:38][C:39](=[O:48])[NH:40][CH2:41][C:42]3[CH:43]=[N:44][N:45]([CH3:47])[CH:46]=3)=[CH:34][CH:33]=2)[N:29]=[C:28]([CH2:49][S:50]([CH2:51][CH2:52][NH:53][C:54](=[O:56])[CH3:55])(=[O:57])=[O:12])[CH:27]=1

参加物

6

反応物 4

HCID 962Water2 回HCID 70297m-Chloroperbenzoic acidHCID 516876Sodium permanganate monohydrateHCID 59380043N-[2-[[6-[(3S)-3-methylmorpholin-4-yl]-2-[4-[(1-methylpyrazol-4-yl)methylcarbamoylamino]phenyl]pyrimidin-4-yl]methylsulfanyl]ethyl]acetamide

生成物 1

HCID 59380059N-[2-[[6-[(3S)-3-methylmorpholin-4-yl]-2-[4-[(1-methylpyrazol-4-yl)methylcarbamoylamino]phenyl]pyrimidin-4-yl]methylsulfonyl]ethyl]acetamide

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒2 回

実験手順

meta-Chloroperbenzoic acid (156 mg, 0.90 mmol) dissolved in Dioxane (2 mL), and sodium permanganate monohydrate (192 mg, 1.20 mmol) dissolved in water (1 mL) were added dropwise to N-[2-[[6-[(3S)-3-methylmorpholin-4-yl]-2-[4-[(1-methylpyrazol-4-yl)methylcarbamoylamino]phenyl]pyrimidin-4-yl]methylsulfanyl]ethyl]acetamide (162 mg, 0.30 mmol) in dioxane (6 mL) and water (2 mL) at RT under nitrogen. The resulting solution was stirred at RT for 1 hour. The crude product was purified by ion exchange chromatography, using an SCX column. The desired product was eluted from the column using 7M ammonia in methanol and pure fractions were evaporated to dryness. The crude product was purified by preparative HPLC using decreasingly polar mixtures of water (containing 1% NH3) and MeCN as eluents, to give the desired material as a white solid (61 mg).

後処理

  1. customThe crude product was purified by ion exchange chromatography
  2. washThe desired product was eluted from the column
  3. customwere evaporated to dryness
  4. customThe crude product was purified by preparative HPLC

出典と根拠

ORDレコード
ord-7137156305b34f469a888bf9193aa96b
出典データセット
uspto-grants-2010_07
特許番号
US07750003B2

関連ノート

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