Hydrochloric Acid → [3-(Biphenyl-4-ylsulfanyl)-5-fluoro-2-methyl-indol-1-yl]-acetic Acid

HRID 18495노트

반응식

HRID 18495 반응식
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH2:11][C:12]([OH:14])=[O:13])[C:6]([CH3:15])=[CH:5]2.[C:16]1([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH:21]=[CH:20][C:19]([SH:22])=[CH:18][CH:17]=1.II.Cl>CN(C=O)C.O>[C:16]1([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH:17]=[CH:18][C:19]([S:22][C:5]2[C:4]3[C:8](=[CH:9][CH:10]=[C:2]([F:1])[CH:3]=3)[N:7]([CH2:11][C:12]([OH:14])=[O:13])[C:6]=2[CH3:15])=[CH:20][CH:21]=1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 807IodineHCID 27604144-Phenylbenzene-1-thiolHCID 674666192(5-fluoro-2-methyl-1H-indol-1-yl)acetic acid

생성물 1

HCID 23624516[3-(Biphenyl-4-ylsulfanyl)-5-fluoro-2-methyl-indol-1-yl]-acetic Acid수율 0%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

To a solution of (5-fluoro-2-methyl-indol-1-yl)-acetic acid (0.5 g) and biphenyl-4-thiol (0.19 g) in DMF (5 ml) was added iodine (0.25 g). After stirring at RT overnight the mixture was poured into water, the pH adjusted to 3 using 1M HCl and the organics extracted with EtOAc. The EtOAc extractions were combined, washed with brine, dried (MgSO4) and evaporated under reduced pressure to give crude material. Purification using RPHPLC gave the title compound as a pink solid (0.1 μg).

후처리

  1. extractionthe organics extracted with EtOAc
  2. extractionThe EtOAc extractions
  3. washwashed with brine
  4. dry with materialdried (MgSO4)
  5. customevaporated under reduced pressure
  6. customto give crude material
  7. customPurification

출처 및 근거

ORD 기록
ord-0af3edcd23204d618582a3bfe22d3955
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07741360B2

반응 노트

불러오는 중…