Hydrochloric Acid → Firategrast

HRID 1454112ノート

反応式

HRID 1454112 の反応式
[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]

参加物

5

反応物 2

HCID 313Hydrochloric AcidHCID 11237832HCID 11237832、化合物

生成物 1

HCID 9935681Firategrast収率 90%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 312751,4-Dioxane溶媒

反応条件

温度
60 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-87be99053b094cac8fd986cbd9be5ba4
出典データセット
uspto-grants-2009_01
特許番号
US07476758B2

反応ノート

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