Isopropanol → Etamicastat

HRID 1693640ノート

反応式

HRID 1693640 の反応式
Cl.[NH2:2][CH2:3][CH2:4][C:5]1[N:9]([C@@H:10]2[CH2:19][C:18]3[C:13](=[C:14]([F:21])[CH:15]=[C:16]([F:20])[CH:17]=3)[O:12][CH2:11]2)[C:8](=[S:22])[NH:7][CH:6]=1.CC(O)C.ClCCl.[OH-].[Na+]>O>[NH2:2][CH2:3][CH2:4][C:5]1[N:9]([C@@H:10]2[CH2:19][C:18]3[C:13](=[C:14]([F:21])[CH:15]=[C:16]([F:20])[CH:17]=3)[O:12][CH2:11]2)[C:8](=[S:22])[NH:7][CH:6]=1

参加物

6

反応物 4

HCID 3776IsopropanolHCID 6344DichloromethaneHCID 14798Sodium HydroxideHCID 10450386(R)-5-(2-Aminoethyl)-1-(6,8-difluorochroman-3-yl)-1H-imidazole-2(3H)-thione hydrochloride

生成物 1

HCID 10450387Etamicastat

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
36.5 °C

実験手順

(R)-5-(2-Aminoethyl)-1-(6,8-difluorochroman-3-yl)-1,3-dihydroimidazole-2-thione hydrochloride (9.64 g, 27.72 mmol) was dissolved in water (160 ml) at 40-45° C. with stirring. To the resulting solution 2-propanol (64 ml) was added, the mixture was cooled to 35-38° C., dichloromethane (256 ml) was added followed by 1N NaOH (28 ml, 28 mmol) and the stirring continued for 10-15 min. Lower organic phase was separated, dried over MgSO4 and evaporated under reduced pressure to approx. 40 ml. The resulting suspension was diluted with petroleum ether (200 ml), the precipitate was collected, was with petroleum ether on the filter, dried in vacuum. Yield 7.8 g (91%), mp 192-5° C. (dec).

後処理

  1. customLower organic phase was separated
  2. dry with materialdried over MgSO4
  3. customevaporated under reduced pressure to approx. 40 ml
  4. additionThe resulting suspension was diluted with petroleum ether (200 ml)
  5. customthe precipitate was collected
  6. customdried in vacuum

出典と根拠

ORDレコード
ord-7517237506db4d099ccbdc28bf297350
出典データセット
uspto-grants-2012_04
特許番号
US08158666B2

反応ノート

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