Hydrochloric Acid → Firategrast

HRID 1454110ノート

反応式

HRID 1454110 の反応式
[OH-].[Na+].[F:3][C:4]1[CH:39]=[CH:38][CH:37]=[C:36]([F:40])[C:5]=1[C:6]([NH:8][C@@H:9]([CH2:15][C:16]1[CH:21]=[CH:20][C:19]([C:22]2[C:27]([O:28][CH3:29])=[CH:26][C:25]([CH2:30][O:31][CH2:32][CH3:33])=[CH:24][C:23]=2[O:34][CH3:35])=[CH:18][CH:17]=1)[C:10]([O:12]CC)=[O:11])=[O:7].Cl>O.O1CCCC1>[F:3][C:4]1[CH:39]=[CH:38][CH:37]=[C:36]([F:40])[C:5]=1[C:6]([NH:8][C@@H:9]([CH2:15][C:16]1[CH:17]=[CH:18][C:19]([C:22]2[C:23]([O:34][CH3:35])=[CH:24][C:25]([CH2:30][O:31][CH2:32][CH3:33])=[CH:26][C:27]=2[O:28][CH3:29])=[CH:20][CH:21]=1)[C:10]([OH:12])=[O:11])=[O:7]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 11237832HCID 11237832、化合物

生成物 1

HCID 9935681Firategrast収率 96%

試薬・触媒・溶媒 1

HCID 21881883Oxolane--water (1/1)溶媒

実験手順

To a solution of sodium hydroxide (2.9 g) in water-tetrahydrofuran (317 ml-159 ml) was added ethyl (αS)-α-[(2,6-difluorobenzoyl)amino]-4′-ethoxymethyl-2′,6′-dimethoxy(1,1′-biphenyl)-4-propionate (31.7 g) at 15° C. and the mixture was stirred for 4 hours at the same temperature. After neutralizing with 1N HCl, the organic solvent was removed in vacuo. 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 (28.8 g).

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-05dc434d64d34e8fb0320530f58f5fc2
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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