Hydrochloric Acid → 2-[4-(4-bromo-2-fluorophenylmethyl)-3,4-dihydro-3-oxo-2H-1,4-benzothiazin-2-yl]acetic acid

HRID 1655899노트

반응식

HRID 1655899 반응식
[OH-].[Na+].O1CCOCC1.[Br:9][C:10]1[CH:15]=[CH:14][C:13]([CH2:16][N:17]2[C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=3[S:20][CH:19]([CH2:27][C:28]([O:30]CC)=[O:29])[C:18]2=[O:33])=[C:12]([F:34])[CH:11]=1.Cl>>[Br:9][C:10]1[CH:15]=[CH:14][C:13]([CH2:16][N:17]2[C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=3[S:20][CH:19]([CH2:27][C:28]([OH:30])=[O:29])[C:18]2=[O:33])=[C:12]([F:34])[CH:11]=1

참가 물질

4

반응물 3

HCID 313Hydrochloric AcidHCID 10320899ethyl 2-[4-(4-bromo-2-fluorophenylmethyl)-3,4-dihydro-3-oxo-2H-1,4-benzothiazin-2-yl]acetateHCID 18323598NaOH dioxane

생성물 1

HCID 100245272-[4-(4-bromo-2-fluorophenylmethyl)-3,4-dihydro-3-oxo-2H-1,4-benzothiazin-2-yl]acetic acid수율 94.6%

실험 절차

To 8 ml of 1 N sodium hydroxide-dioxane (1:1) mixture was added 700 mg of the compound of Example 20. After the mixture had been stirred at room temperature for 2 hours, it was acidified with 1 N hydrochloric acid. The mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with water dried, and concentrated. The resulting crude product was recrystallized from ethyl acetate-isopropyl ether to give 620 mg of 2-[4-(4-bromo-2-fluorophenylmethyl)-3,4-dihydro-3-oxo-2H-1,4-benzothiazin-2-yl]acetic acid. The structural formula and physical data of this compound are shown in Table 36.

후처리

  1. extractionThe mixture was extracted with ethyl acetate
  2. washThe ethyl acetate layer was washed with water
  3. customdried
  4. concentrationconcentrated
  5. customThe resulting crude product was recrystallized from ethyl acetate-isopropyl ether

출처 및 근거

ORD 기록
ord-fbe7fa10197b4f3ca9239ad620d29219
출처 데이터셋
uspto-grants-1993_10
특허 번호
US05252571

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