Hydrochloric Acid → Firategrast

HRID 1454112노트

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HRID 1454112 반응식
[F:1][C:2]1[CH:37]=[CH:36][CH:35]=[C:34]([F:38])[C:3]=1[C:4]([NH:6][C@@H:7]([CH2:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]2[C:25]([O:26][CH3:27])=[CH:24][C:23]([CH2:28][O:29][CH2:30][CH3:31])=[CH:22][C:21]=2[O:32][CH3:33])=[CH:16][CH:15]=1)[C:8]([O:10]CC)=[O:9])=[O:5].Cl>O.O1CCOCC1>[F:1][C:2]1[CH:37]=[CH:36][CH:35]=[C:34]([F:38])[C:3]=1[C:4]([NH:6][C@@H:7]([CH2:13][C:14]1[CH:15]=[CH:16][C:17]([C:20]2[C:21]([O:32][CH3:33])=[CH:22][C:23]([CH2:28][O:29][CH2:30][CH3:31])=[CH:24][C:25]=2[O:26][CH3:27])=[CH:18][CH:19]=1)[C:8]([OH:10])=[O:9])=[O:5]

참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 11237832HCID 11237832, 화합물

생성물 1

HCID 9935681Firategrast수율 90%

시약·촉매·용매 2

HCID 962Water용매HCID 312751,4-Dioxane용매

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온도
60 °C

실험 절차

To a solution of ethyl (αS)-α-[(2,6-difluorobenzoyl)amino]-4′-ethoxymethyl-2′,6′-dimethoxy(1,1′-biphenyl)-4-propionate (500 mg) in water (12.6 ml) and dioxane (50 ml) was added hydrochloric acid (12.4 g) and the mixture was stirred for 60 hours at 60° C. The organic solvent was removed in vacuo and the aqueous layer was cooled. The crystalline precipitates were collected by filtration and recrystallized from ethanol-water to yield (αS)-α-[(2,6-difluorobenzoyl)amino]-4′-ethoxymethyl-2′,6′-dimethoxy(1,1′-biphenyl)-4-propionic acid (426 mg). The physicochemical data were the same as that obtained in Example 1.

후처리

  1. customThe organic solvent was removed in vacuo
  2. temperaturethe aqueous layer was cooled
  3. customThe crystalline precipitates
  4. filtrationwere collected by filtration
  5. customrecrystallized from ethanol-water

출처 및 근거

ORD 기록
ord-87be99053b094cac8fd986cbd9be5ba4
출처 데이터셋
uspto-grants-2009_01
특허 번호
US07476758B2

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