Hydrochloric Acid → HCID 66917833、化合物

HRID 1817990ノート

反応式

HRID 1817990 の反応式
[CH3:1][C:2]1[C:10]2[C:5](=[C:6](/[CH:11]=[CH:12]/[C:13]([OH:15])=O)[CH:7]=[CH:8][CH:9]=2)[NH:4][CH:3]=1.Cl.CN(C)CCCN=C=NCC.[Cl:28][C:29]1[CH:30]=[C:31]([S:35]([NH2:38])(=[O:37])=[O:36])[S:32][C:33]=1[Cl:34].Cl>CN(C)C1C=CN=CC=1.C(Cl)Cl>[CH3:1][C:2]1[C:10]2[C:5](=[C:6](/[CH:11]=[CH:12]/[C:13]([NH:38][S:35]([C:31]3[S:32][C:33]([Cl:34])=[C:29]([Cl:28])[CH:30]=3)(=[O:36])=[O:37])=[O:15])[CH:7]=[CH:8][CH:9]=2)[NH:4][CH:3]=1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 37220944,5-Dichlorothiophene-2-sulfonamideHCID 44627932HCID 44627932、化合物

生成物 1

HCID 66917833HCID 66917833、化合物

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒2 回

実験手順

(E)-3-(3-Methyl-1H-indol-7-yl)-acrylic acid (I-7) (1 mmol), 4-dimethyaminopyridine (DMAP, 2 mmol) and 1-[3-(dimethyamino)propyl]-3-ethylcarbodiimide hydrochloride (EDCI, 2 mmol) in CH2Cl2 (30 mL) was added 4,5-dichloro-thiophene-2-sulfonic acid amide (1.1 mmol). The reaction mixture was stirred at room temperature for 24-40 hr. Recation mixture was diluted with another 30 ml of dichloromethane and then acidified with 10% aqueous HCl solution until pH˜1-2 (pH stripes). Organic layers was washed with saturated brine, dried over anhydrous Na2SO4 and concentrated under reduced pressure to provide the crude product which was purified by flash chromatography (silica gel, CH2Cl2; CH2Cl2/EtOAc/hexane=1:10:20-1:20:10) to afford desired product, I-9. 1H-NMR (500 MHz, CDCl3) ESI M.S. gave (M−1): 436.4 with 88%.

後処理

  1. washOrganic layers was washed with saturated brine
  2. dry with materialdried over anhydrous Na2SO4
  3. concentrationconcentrated under reduced pressure
  4. customto provide the crude product which
  5. customwas purified by flash chromatography (silica gel, CH2Cl2; CH2Cl2/EtOAc/hexane=1:10:20-1:20:10)

出典と根拠

ORDレコード
ord-e82ac1854bf24e4ea8f23188f701d06b
出典データセット
uspto-grants-2009_10
特許番号
US07598397B2

反応ノート

読み込み中…