Isopropanol → Etamicastat

HRID 1693640노트

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HRID 1693640 반응식
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

참가 물질

6

반응물 4

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

생성물 1

HCID 10450387Etamicastat

시약·촉매·용매 1

HCID 962Water용매

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온도
36.5 °C

실험 절차

(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).

후처리

  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

출처 및 근거

ORD 기록
ord-7517237506db4d099ccbdc28bf297350
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08158666B2

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