Hydrochloric Acid → 5-(3-((5-Fluoro-2-oxoindolin-3-ylidene)methyl)benzamido)pentanoic acid

HRID 251702노트

반응식

HRID 251702 반응식
C[O:2][C:3](=[O:29])[CH2:4][CH2:5][CH2:6][CH2:7][NH:8][C:9](=[O:28])[C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([CH:16]=[C:17]2[C:25]3[C:20](=[CH:21][CH:22]=[C:23]([F:26])[CH:24]=3)[NH:19][C:18]2=[O:27])[CH:11]=1.CO.[Li+].[OH-].Cl>O>[F:26][C:23]1[CH:24]=[C:25]2[C:20](=[CH:21][CH:22]=1)[NH:19][C:18](=[O:27])[C:17]2=[CH:16][C:12]1[CH:11]=[C:10]([CH:15]=[CH:14][CH:13]=1)[C:9]([NH:8][CH2:7][CH2:6][CH2:5][CH2:4][C:3]([OH:29])=[O:2])=[O:28]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 3939Lithium HydroxideHCID 690347625-(3-((5-Fluoro-2-oxoindolin-3-ylidene)methyl)benzamido)pentanoic acid methyl ester

생성물 1

HCID 690319325-(3-((5-Fluoro-2-oxoindolin-3-ylidene)methyl)benzamido)pentanoic acid수율 77%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

5-(3-((5-fluoro-2-oxoindolin-3-ylidene)methyl)benzamido)pentanoic acid methyl ester (396 mg, 1 mmol) and 300 ml of CH3OH were stirred at room temperature while 25 ml of 4 N solution of LiOH in H2O was added. The mixture was stirred for 24 hours at room temperature. The mixture is neutralized with concentrated hydrochloric acid to pH 7 and evaporated under vacuum to remove methanol. The residue was adjusted to pH 3 with concentrated hydrochloric acid. The solids were collected by vacuum filtration, washed with water and dried under vacuum to give the title compound (294 mg, 77% yield) as a brown solid. LC-MS (m/z) 383 (M+1).

후처리

  1. additionwas added
  2. customevaporated under vacuum
  3. customto remove methanol
  4. filtrationThe solids were collected by vacuum filtration
  5. washwashed with water
  6. customdried under vacuum

출처 및 근거

ORD 기록
ord-00c51be967a84974a1f6de6447f10fc6
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07863315B2

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