Water → Rosuvastatin

HRID 578741

反応式

HRID 578741 の反応式
[CH3:1][CH:2]([C:4]1[N:9]=[C:8]([N:10]([S:12]([CH3:15])(=[O:14])=[O:13])[CH3:11])[N:7]=[C:6]([C:16]2[CH:17]=[CH:18][C:19]([F:22])=[CH:20][CH:21]=2)[C:5]=1/[CH:23]=[CH:24]/[C@@H:25]([OH:33])[CH2:26][C@@H:27]([OH:32])[CH2:28][C:29]([OH:31])=[O:30])[CH3:3].C([NH-])CCC.O.C(N)(C)(C)C>CC(O)C>[CH3:3][CH:2]([C:4]1[N:9]=[C:8]([N:10]([S:12]([CH3:15])(=[O:13])=[O:14])[CH3:11])[N:7]=[C:6]([C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=2)[C:5]=1/[CH:23]=[CH:24]/[C@@H:25]([OH:33])[CH2:26][C@@H:27]([OH:32])[CH2:28][C:29]([OH:31])=[O:30])[CH3:1]

参加物

5

反応物 3

HCID 962WaterHCID 6385Tert-ButylamineHCID 86699893Rosuvastatin n-butylamide

生成物 1

HCID 446157Rosuvastatin収率 112.1%

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

反応条件

温度
120 °C

実験手順

An autoclave having 800 cm3 volume is charged with 16.1 g (0.03 mol) rosuvastatin n-butylamide, 644 cm3 of water and 43.9 g (63.3 cm3; 0.60 mol) tert-butylamine. The reaction mixture is stirred for 24 hours at the temperature of 120° C. The reaction mixture is allowed to cool to room temperature, diluted with 2-propanol and evaporated in vacuo. The residue is stirred in tert-butylmethylether-heptane mixture (2:5, v/v) and the crystals are filtered. Thus 16.2 g (99%) of crude rosuvastatin TBA salt are obtained. The crude salt is boiled in the mixture of acetonitrile and 2-propanol (8.6:1, v/v), stirred at room temperature, filtered, washed and dried. The product thus obtained is suspended in water and tert-butylamine (13 cm3) are added. The mixture is allowed to stand for four days and filtered. The mother lye is allowed to stand for further three days and the precipitated product is filtered, washed and dried. In this way, 4.33 g (25%) Form II rosuvastatin tert-butylammonium salt having the powder X-ray diffractogram of FIG. 1 are obtained.

後処理

  1. temperatureto cool to room temperature
  2. customevaporated in vacuo
  3. stirringThe residue is stirred in tert-butylmethylether-heptane mixture (2:5
  4. filtrationv/v) and the crystals are filtered

出典と根拠

ORDレコード
ord-b10466f342164fc5bed8cf55cc83cfc7
出典データセット
uspto-grants-2015_05
特許番号
US09040696B2

関連ノート

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