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

HRID 18495ノート

反応式

HRID 18495 の反応式
[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

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-0af3edcd23204d618582a3bfe22d3955
出典データセット
uspto-grants-2010_06
特許番号
US07741360B2

反応ノート

読み込み中…